Compare fares, departure times, stops and baggage details for this route, then open the full search when you are ready to check current availability and complete booking.
SJOORDSat, 14 Nov
Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fare₹37,051Air Canada
Fastest5h 33mgate to gate
Options found156flights on this route
Find your flightSJO → ORD
Available Flights & Fares
Compare fares, timings and baggage. Pick the flight that suits your trip.
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Air Canada
AC-1458
09:20
2026-11-14
San Jose (SJO)Juan Santamaria Intl
10H :32 M
1 Stop
YUL
· 2h 15m Montreal (YUL), Canada
19:52
2026-11-14
CHICAGO (ORD)O Hare International
Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KAYET2TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹37,051
Flight DetailsSJO to ORD - 10H :32 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹44,024
Flight DetailsSJO to ORD - 10H :32 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹51,504
Flight DetailsSJO to ORD - 10H :32 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,170
Flight DetailsSJO to ORD - 10H :32 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
11H :13 M
1 Stop
YYZ
· 3h 55m Toronto (YYZ), Canada
19:58
2026-11-14
CHICAGO (ORD)O Hare International
Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KAYET2TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹37,501
Flight DetailsSJO to ORD - 11H :13 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹44,474
Flight DetailsSJO to ORD - 11H :13 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹51,954
Flight DetailsSJO to ORD - 11H :13 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 11H :13 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
24H :38 M
1 Stop
YYZ
· 17h 20m Toronto (YYZ), Canada
09:23
2026-11-15
CHICAGO (ORD)O Hare International
Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KAYET2TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹37,501
Flight DetailsSJO to ORD - 24H :38 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹44,474
Flight DetailsSJO to ORD - 24H :38 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹51,954
Flight DetailsSJO to ORD - 24H :38 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 24H :38 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
30H :53 M
1 Stop
YYZ
· 23h 35m Toronto (YYZ), Canada
15:38
2026-11-15
CHICAGO (ORD)O Hare International
Refundable 8 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KAYET2TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹37,501
Flight DetailsSJO to ORD - 30H :53 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹44,474
Flight DetailsSJO to ORD - 30H :53 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹51,954
Flight DetailsSJO to ORD - 30H :53 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 30H :53 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
28H :28 M
1 Stop
YYZ
· 21h 00m Toronto (YYZ), Canada
13:13
2026-11-15
CHICAGO (ORD)O Hare International
Non Refundable 3 Seat Left Economy
Check-in: 0 PiecesCabin: 0 Pieces
Type
Non Refundable
Fare Type
Economy Basic
0 Pieces 0 Pieces
₹44,079
Flight DetailsSJO to ORD - 28H :28 M
Baggage InfoCheck-in 0 Pieces - Cabin 0 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
LKYE12TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹50,557
Flight DetailsSJO to ORD - 28H :28 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹57,531
Flight DetailsSJO to ORD - 28H :28 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹65,005
Flight DetailsSJO to ORD - 28H :28 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 28H :28 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
10H :20 M
1 Stop
YYZ
· 2h 55m Toronto (YYZ), Canada
19:05
2026-11-14
CHICAGO (ORD)O Hare International
Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KKYE42TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹45,771
Flight DetailsSJO to ORD - 10H :20 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹52,750
Flight DetailsSJO to ORD - 10H :20 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹60,224
Flight DetailsSJO to ORD - 10H :20 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 10H :20 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Air Canada
AC-1456
08:45
2026-11-14
San Jose (SJO)Juan Santamaria Intl
23H :09 M
1 Stop
YYZ
· 15h 45m Toronto (YYZ), Canada
07:54
2026-11-15
CHICAGO (ORD)O Hare International
Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces (CARRY ON HAND BAGGAGE)
Type
Refundable
Fare Type
KKYE42TG
0 Pieces 1 Pieces (CARRY ON HAND BAGGAGE)
₹45,771
Flight DetailsSJO to ORD - 23H :09 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Flex
23KG (23 KG X 1 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹52,750
Flight DetailsSJO to ORD - 23H :09 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Comfort
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹60,224
Flight DetailsSJO to ORD - 23H :09 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Refundable
Fare Type
Latitude
46KG (23 KG X 2 pcs) 1 Pieces (CARRY ON HAND BAGGAGE)
₹149,620
Flight DetailsSJO to ORD - 23H :09 M
Baggage InfoCheck-in 46KG (23 KG X 2 pcs) - Cabin 1 Pieces (CARRY ON HAND BAGGAGE)
Fare RulesRefundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1794
07:00
2026-11-14
San Jose (SJO)Juan Santamaria Intl
7H :52 M
1 Stop
ATL
· 1h 38m Atlanta (ATL), United States
14:52
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 7H :52 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1794
07:00
2026-11-14
San Jose (SJO)Juan Santamaria Intl
10H :05 M
1 Stop
ATL
· 3h 50m Atlanta (ATL), United States
17:05
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 10H :05 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1794
07:00
2026-11-14
San Jose (SJO)Juan Santamaria Intl
12H :05 M
1 Stop
ATL
· 5h 45m Atlanta (ATL), United States
19:05
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 12H :05 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1794
07:00
2026-11-14
San Jose (SJO)Juan Santamaria Intl
13H :49 M
1 Stop
ATL
· 7h 35m Atlanta (ATL), United States
20:49
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 13H :49 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1794
07:00
2026-11-14
San Jose (SJO)Juan Santamaria Intl
16H :54 M
1 Stop
ATL
· 10h 40m Atlanta (ATL), United States
23:54
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 16H :54 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1756
14:37
2026-11-14
San Jose (SJO)Juan Santamaria Intl
9H :17 M
1 Stop
ATL
· 2h 52m Atlanta (ATL), United States
23:54
2026-11-14
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 9H :17 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Delta Air Lines
DL-1756
14:37
2026-11-14
San Jose (SJO)Juan Santamaria Intl
18H :04 M
1 Stop
ATL
· 11h 42m Atlanta (ATL), United States
08:41
2026-11-15
CHICAGO (ORD)O Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Type
Non Refundable
Fare Type
Publish
0 Pieces 1 Pieces
₹47,436
Flight DetailsSJO to ORD - 18H :04 M
Baggage InfoCheck-in 0 Pieces - Cabin 1 Pieces
Fare RulesNon-refundable fare. Final rules are verified before booking.
Fare RulesRefundable fare. Final rules are verified before booking.
Type
Non Refundable
Fare Type
Main Plus
23KG (23 KG X 1 pcs) 2 Pieces (UPTO45LI/115LCM)
₹61,884
Flight DetailsSJO to ORD - 9H :55 M
Baggage InfoCheck-in 23KG (23 KG X 1 pcs) - Cabin 2 Pieces (UPTO45LI/115LCM)
Fare RulesNon-refundable fare. Final rules are verified before booking.
Up to 120 of 156 options on this route. Open the full search to see them all with every filter.
No flights match the selected filters. Clear filters or open full search.
Airfare Highlights
From flights departing on Sat, 14 Nov 2026.
Lowest fare₹37,051Air Canada09:20
Earliest departure₹187,160Alaska Airlines01:46
Shortest duration₹53,580United Airlines13:55
Night
00:00-05:59
₹187,160Alaska Airlines at 01:46Morning
06:00-11:59
₹37,051Air Canada at 09:20Afternoon
12:00-17:59
₹47,436Delta Air Lines at 14:37Evening
18:00-23:59
₹53,914United Airlines at 23:28
Departure & Arrival Airport Details
San Jose (SJO)
Juan Santamaria Intl
Costa Rica
Chicago (ORD)
O Hare International
USA
Flights shown for 14 Nov 2026. View all flights opens the complete search result.
Smart travel dates
Holidays and peak dates for Chicago
Fares and hotel rates usually run higher around these dates. Booking earlier or moving your trip by a day or two often costs less.
Busiest periods: Summer travel (15 Jun – 31 Aug), Holiday season (18 Dec – 02 Jan).
11NovVeterans DayWednesdayPeak
26NovThanksgiving DayThursdayPeak
25DecChristmas DayFridayPeak
01JanNew Year's DayFridayPeak
18JanMartin Luther King, Jr. DayMondayPeak
12FebLincoln's BirthdayFridayPeak
Fixed-date national holidays. Festivals that follow the lunar calendar shift each year and are not listed here, so check the exact date for your travel year.
Compare your journey
How to travel San Jose to Chicago
Ways to make this trip that you can book on FlyX, compared by price and journey time.
OptionFromJourney timeAvailabilityAction
Non-stop flight Fastest₹53,5805h 33m1 flight
Connecting flight₹37,051Longer, includes a stop155 options
8 airlines operate this route.
Road distance and coach duration are approximate estimates from the air distance, not a timetable.
Airlines flying from San Jose to Chicago
Compare fares, stops, baggage and refundability across the airlines flying this route.
UN
United Airlines Flights
from ₹53,58069 flights
Fares from
₹53,580
Non-stop
1 in these results
Departures
69 in the list above
AM
American Airlines Flights
from ₹53,21744 flights
Fares from
₹53,217
Non-stop
None in these results
Departures
44 in the list above
DE
Delta Air Lines Flights
from ₹47,43615 flights
Fares from
₹47,436
Non-stop
None in these results
Departures
15 in the list above
AI
Air Canada Flights
from ₹37,05111 flights
Fares from
₹37,051
Non-stop
None in these results
Departures
11 in the list above
AL
Alaska Airlines Flights
from ₹187,16010 flights
Fares from
₹187,160
Non-stop
None in these results
Departures
10 in the list above
Route Overview & Flight Facts
Fastest flight duration
5h 33m · United Airlines
First departure of the day
01:46 · Alaska Airlines
Last departure of the day
23:28 · United Airlines
Flight options found
156
Direct / non-stop options
1
Airport codes
San Jose–SJO, Chicago–ORD
Fares and timings are indicative. The exact price is confirmed with the airline when you search.
Flight Schedule, Timings & Airfare Insights
Daily Flight Schedule & Travel Duration
The search for Sat, 14 Nov found 156 flight options, 1 of them non-stop. The first flight leaves around 01:46 and the last around 23:28. The fastest flight takes about 5h 33m.
Morning vs Evening Departure Fares
Lowest fare by departure window: Morning from ₹37,051, Afternoon from ₹47,436, Evening from ₹53,914, Night from ₹187,160. These observations do not predict the cheapest departure window on other dates.
Cheapest Airfare & Best Time to Book
Search your travel dates to compare current fares. Prices change with airline seat availability.
One-Way vs Round-Trip Fare Comparison
Compare the complete cost and conditions of both options for your dates. A round-trip can have different fare and change rules from two one-way tickets. One booking may contain multiple airline PNRs; confirm baggage transfer and connection protection for separate tickets.
Online Web Check-In & Boarding Pass
Check the operating airline’s opening time and check-in deadline for each sector. Seat charges and availability depend on your fare. Use the airline reference and the links on Web Check-in.
How to Book Cheap Flights on FlyX
1
Enter your travel details
Choose one-way or round-trip, pick your dates and travellers in the search form above.
2
Compare search results
Sort or filter the San Jose–Chicago results by price, departure time, stops and airline.
3
Open the fare choices
Check baggage allowance and refundability for each fare type before continuing.
4
Review the final price
Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.
5
Pay securely
UPI, cards, net banking and wallets supported; payment and ticket issuance have separate statuses. If issuance is pending, follow the booking status; the confirmed ticket is sent after issuance.
Destination & City Travel Guide
About Chicago
Chicago’s downtown Loop puts Millennium Park, the Art Institute and the Riverwalk within a manageable area. The lakefront creates a second axis for walking, while neighbourhoods farther out need transit time of their own. Passengers landing at O’Hare may be changing flights or visiting relatives in the wider region, so check whether an overnight hotel is near the airport or downtown. The CTA Blue Line runs from the airport into the city and avoids the road congestion that can affect a taxi.
Read more about Chicago
Tips for travellers from India
The Loop is useful for the Art Institute, Millennium Park and central rail links, while a hotel near O’Hare serves an early flight or suburban appointment. These bases are a substantial distance apart. The CTA Blue Line reaches the airport from downtown, but passengers arriving at Terminal 5 first need the airport connection to the main rail-access area. The airport train and an intercity rail departure from Union Station are separate arrangements.
Air India uses Terminal 5. United domestic flights and international departures use Terminal 1, while many international arrivals are processed through Terminal 5, so an onward connection can involve a building change. In the city, pair the Art Institute with Millennium Park rather than crossing to a distant neighbourhood between them. The Riverwalk offers another central route, while the lakefront extends far beyond the downtown section. The Obama Presidential Center opened to the public in June 2026 in Jackson Park, creating a museum outing on the South Side rather than another stop beside the Loop. Plan that visit as its own district trip. A river architecture cruise also has a specific departure dock, which should be matched to the walking route. Choose between a museum-heavy day and a longer lakefront walk before booking several timed attractions.
Best time to visit Chicago
May to June or September to October, about 12–25°C, for river and lake walks.
Places to visit in Chicago
Millennium ParkArt Institute of ChicagoChicago RiverwalkNavy PierMuseum CampusDevon Avenue
How to reach Chicago
By Air: O’Hare International Airport (ORD) is about 27 km northwest of downtown Chicago; the CTA Blue Line takes about 45 minutes to the Loop. Taxis and booked cars also operate.
By Rail: Chicago Union Station serves intercity trains; the CTA Blue Line links O’Hare with downtown.
By Road: Airport taxis and app-based cars use expressways; intercity coaches use downtown stops.
What to do in Chicago
Walk from Millennium Park to the Art Institute.
Follow the Chicago Riverwalk.
Take an architecture cruise on the Chicago River.
Explore the lakefront around Museum Campus.
Chicago airport information
O’Hare International Airport (ORD). Air India operates from O’Hare Terminal 5. United uses Terminal 1 for domestic flights and international departures, while international arrivals without preclearance generally use Terminal 5.
Why Book Your Flight with FlyX?
Compare the available San Jose to Chicago options by total price, stops, baggage and fare conditions. Search your dates for current availability, then review traveller details and the final price before paying.
Payment confirmation and ticket issuance are separate steps. If your booking is awaiting a PNR or ticket, follow its status and contact FlyX support when you need help. Your issued ticket contains the airline reference and itinerary. Change and cancellation charges depend on the purchased fare and any separately disclosed service fee.
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Frequently Asked Questions
Is it worth booking San Jose to Chicago flights in advance?
There is no guaranteed cheapest booking window. Compare your planned dates early, check nearby dates and consider baggage, connection time and change conditions as well as price. On the San Jose to Chicago dates shown on this page, the lowest fare is on a Saturday at ₹37,051. This can change from week to week.
How far is San Jose from Chicago by air?
The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.
Is there a direct flight from San Jose to Chicago?
Yes. 1 non-stop flight is listed on this page for San Jose to Chicago, operated by United Airlines. Use the Stops filter to see only those.
Which airlines fly San Jose to Chicago?
United Airlines, American Airlines, Delta Air Lines, Air Canada and 1 other are listed on this route for the dates shown here. Fares, baggage allowance and refund rules differ by airline and by fare type, so compare the fare conditions and not only the headline price.
How long is the flight from San Jose to Chicago?
The quickest non-stop San Jose to Chicago flight on this page takes about 5h 33m. Journeys with a stop take longer, since the total includes the layover.
What is the baggage allowance on San Jose to Chicago flights?
Allowance is set by the airline and the fare you pick, not by the route. Fares on this page include 23KG (23 KG X 1 pcs) and 1 Pieces. Cabin baggage is counted separately, and the exact allowance for the fare you choose is shown in the fare conditions before payment.
What is the cheapest San Jose to Chicago flight fare?
The lowest San Jose to Chicago fare on this page is ₹37,051. Fares on the same dates run up to ₹389,181, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.
Which is the cheapest airline for San Jose to Chicago flight?
On this page, Air Canada has the lowest San Jose to Chicago fare, starting from ₹37,051. Delta Air Lines is next, from ₹47,436. The cheapest airline can change with the date, so compare a few days around your trip.
What time do San Jose to Chicago flights depart?
On the dates shown here, the first departure is around 01:46 and the last around 23:28, local time at San Jose. Use the departure-time filter on the results above to narrow to a morning, afternoon or evening slot.
Why does the price change after clicking Book Now?
Airline seat inventory and fares change continuously. Selecting Book Now runs a live fare verification with the airline so the price you approve is the price you pay. If it has moved, you see the new figure before any payment.
Before you book this route
Check the airport codes SJO–ORD, local departure and arrival dates, and every connecting airport. Connections can have different document and baggage requirements from your final destination.
Where these fares come from
The fares, durations, stops and baggage shown here come from real airline search results for this route. They are examples for the dates on this page, not a full timetable and not a locked price. Run a search to see what is available for your own dates.
Fares shown are for departures on .
Check official travel requirements
Confirm passport, visa and transit rules for your nationality and full itinerary with the relevant government and operating airline. IATA travel-document information explains why requirements vary.
The SJO to ORD cards above show selected flight options. Airline prices and seat availability can move quickly, so the final fare is rechecked in the booking flow.
Before you book
Compare nearby dates
The date strip opens the complete search result for the route and selected date.
Use filters
Shortlist by price, stops, departure time and refundable fare preference.
Check fare choices
Continue to Booking opens the verified fare choices, including baggage and refundability, before review.
Lowest San Jose to Chicago airfare, in 30 days and in 90 days
Cheapest Fare
Fare
Date
Airline
Departure
Lowest Airfare
₹37,051
14/11/2026
Air Canada
09:20
Cheapest Airfare Within 30 Days
₹36,310
27/11/2026
Air Canada
09:20
Cheapest Airfare Within 90 Days
₹35,198
26/01/2027
Air Canada
09:20
Book San Jose to Chicago Flight Tickets on FlyX
FlyX lists each San Jose to Chicago flight in these results with its fare, departure time, stops, layover airport and baggage, so you can compare air tickets side by side. To find a cheap ticket, sort by price and check what baggage the fare includes. The fare is checked with the airline again before you pay.
San Jose to Chicago flight duration is approximately 5 hours 33 minutes non-stop. There is 1 non-stop San Jose to Chicago direct flight on the departure date shown on this page.
San Jose to Chicago Flight Schedule and Timing
The search for these dates returned 156 flight options, 1 of them non-stop. The first departure from San Jose is at 01:46 and the last is at 23:28. Flights leave from Juan Santamaria Intl and land at O Hare International.
Flight Route Details & Analysis
Flight Details
Information
Route
San Jose to Chicago
Flight Duration
5h 33m - 43h 40m
Airport Codes
San Jose - SJO, Chicago - ORD
Total Flights Available
156 flights1 direct155 with layovers
First Flight Departure
Departs at 01:46
Last Flight Departure
Departs at 23:28
Early Morning Flights (12 AM - 8 AM)
46 flights0 direct46 with layovers
Morning Flights (8 AM - 12 PM)
22 flights0 direct22 with layovers
Afternoon Flights (12 PM - 4 PM)
69 flights1 direct68 with layovers
Evening Flights (4 PM - 8 PM)
4 flights0 direct4 with layovers
Night Flights (8 PM - 12 AM)
15 flights0 direct15 with layovers
Airport Information & Terminals
SJO: San Jose airport. Airport access in San Jose depends on arrival time, terminal, hotel location and local traffic. Confirm the airport name on the ticket, then choose between official taxi, app cab, airport bus, rail or hotel transfer based on luggage and time of day.
ORD: Chicago airport system. Chicago flights commonly use O'Hare or Midway. O'Hare is a huge hub with rail access; Midway can be easier for some city-side trips. Winter weather and traffic should be part of the booking decision.
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San Jose to Chicago
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Juan Santamaria Intl
O Hare International
