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ORD to SJO

Chicago to San Jose Flights

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.

Fare checked before payment All fees shown upfront Transparent cancellation policy 24×7 booking support
Lowest fare₹39,281Air Canada
Fastest7h 33mgate to gate
Options found146flights on this route
Find your flight ORD SJO

Available Flights & Fares

Compare fares, timings and baggage. Pick the flight that suits your trip.

Prices in INR
146 flight options

Fares are checked again before payment.

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Sort by
Air Canada
Air Canada
AC-500
08:45
2026-10-30
CHICAGO (ORD)O Hare International
14H :45 M
1 Stop
YYZ · 7h 33m Toronto (YYZ), Canada
22:30
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 0 Pieces
Air Canada
Air Canada
AC-502
10:15
2026-10-30
CHICAGO (ORD)O Hare International
13H :15 M
1 Stop
YYZ · 6h 08m Toronto (YYZ), Canada
22:30
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 Pieces
Air Canada
Air Canada
AC-8904
12:50
2026-10-30
CHICAGO (ORD)O Hare International
10H :40 M
1 Stop
YYZ · 3h 27m Toronto (YYZ), Canada
22:30
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 Pieces
Air Canada
Air Canada
AC-508
16:30
2026-10-30
CHICAGO (ORD)O Hare International
31H :00 M
1 Stop
YYZ · 23h 50m Toronto (YYZ), Canada
22:30
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 0 Pieces
Air Canada
Air Canada
AC-8908
20:40
2026-10-30
CHICAGO (ORD)O Hare International
26H :50 M
1 Stop
YYZ · 19h 37m Toronto (YYZ), Canada
22:30
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 0 Pieces
Air Canada
Air Canada
AC-8478
07:05
2026-10-30
CHICAGO (ORD)O Hare International
16H :25 M
2 Stops
YUL · 1h 53m Montreal (YUL), Canada
YYZ · 5h 14m Toronto (YYZ), Canada
22:30
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 Pieces
Delta Air Lines
Delta Air Lines
DL-1264
05:27
2026-10-30
CHICAGO (ORD)O Hare International
7H :33 M
1 Stop
ATL · 1h 27m Atlanta (ATL), United States
12:00
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Delta Air Lines
Delta Air Lines
DL-2358
17:29
2026-10-30
CHICAGO (ORD)O Hare International
19H :31 M
2 Stops
DTW · 10h 25m Detroit (DTW), United States
ATL · 1h 29m Atlanta (ATL), United States
12:00
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
Air Canada
Air Canada
AC-5138
21:21
2026-10-30
CHICAGO (ORD)O Hare International
26H :09 M
1 Stop
YYZ · 19h 01m Toronto (YYZ), Canada
22:30
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-2842
05:00
2026-10-30
CHICAGO (ORD)O Hare International
16H :21 M
2 Stops
CLT · 2h 47m Charlotte (CLT), United States
MIA · 6h 12m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-4468
06:00
2026-10-30
CHICAGO (ORD)O Hare International
15H :21 M
2 Stops
DCA · 2h 35m Washington (DCA), United States
MIA · 4h 45m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1784
06:29
2026-10-30
CHICAGO (ORD)O Hare International
14H :52 M
2 Stops
CLT · 3h 24m Charlotte (CLT), United States
MIA · 4h 09m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2997
06:59
2026-10-30
CHICAGO (ORD)O Hare International
14H :22 M
2 Stops
DCA · 3h 36m Washington (DCA), United States
MIA · 2h 47m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-411
08:05
2026-10-30
CHICAGO (ORD)O Hare International
13H :16 M
2 Stops
CLT · 1h 45m Charlotte (CLT), United States
MIA · 4h 09m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2700
08:52
2026-10-30
CHICAGO (ORD)O Hare International
12H :29 M
2 Stops
DCA · 3h 24m Washington (DCA), United States
MIA · 1h 06m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2080
09:02
2026-10-30
CHICAGO (ORD)O Hare International
12H :19 M
2 Stops
CLT · 3h 48m Charlotte (CLT), United States
MIA · 1h 13m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-315
09:30
2026-10-30
CHICAGO (ORD)O Hare International
11H :51 M
2 Stops
DCA · 2h 47m Washington (DCA), United States
MIA · 1h 06m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-523
10:08
2026-10-30
CHICAGO (ORD)O Hare International
11H :13 M
2 Stops
DCA · 2h 09m Washington (DCA), United States
MIA · 1h 06m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-662
12:05
2026-10-30
CHICAGO (ORD)O Hare International
9H :16 M
2 Stops
CLT · 0h 46m Charlotte (CLT), United States
MIA · 1h 13m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3188
16:45
2026-10-30
CHICAGO (ORD)O Hare International
20H :15 M
2 Stops
CLT · 2h 43m Charlotte (CLT), United States
MIA · 10h 08m Miami (MIA), United States
12:00
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-689
18:40
2026-10-30
CHICAGO (ORD)O Hare International
18H :20 M
2 Stops
CLT · 0h 49m Charlotte (CLT), United States
MIA · 10h 08m Miami (MIA), United States
12:00
2026-10-31
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-760
05:00
2026-10-30
CHICAGO (ORD)O Hare International
10H :00 M
1 Stop
DFW · 3h 07m Dallas (DFW), United States
14:00
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces

Recommended hotels in San Jose

Stay options near the arrival city for the same travel date.

Search hotels
AA
American Airlines
AA-2984
05:05
2026-10-30
CHICAGO (ORD)O Hare International
16H :16 M
1 Stop
MIA · 10h 06m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2896
06:00
2026-10-30
CHICAGO (ORD)O Hare International
9H :00 M
1 Stop
DFW · 1h 58m Dallas (DFW), United States
14:00
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2452
06:14
2026-10-30
CHICAGO (ORD)O Hare International
15H :07 M
1 Stop
MIA · 8h 53m Miami (MIA), United States
20:21
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1022
06:55
2026-10-30
CHICAGO (ORD)O Hare International
8H :05 M
1 Stop
DFW · 1h 07m Dallas (DFW), United States
14:00
2026-10-30
San Jose (SJO)Juan Santamaria Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces

Up to 120 of 146 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 Fri, 30 Oct 2026.

Lowest fare ₹39,281 Air Canada 08:45
Earliest departure ₹45,642 American Airlines 05:00
Shortest duration ₹40,058 Delta Air Lines 05:27
Night 00:00-05:59 ₹40,058 Delta Air Lines at 05:27
Morning 06:00-11:59 ₹39,281 Air Canada at 08:45
Afternoon 12:00-17:59 ₹39,281 Air Canada at 12:50
Evening 18:00-23:59 ₹39,281 Air Canada at 20:40

Departure & Arrival Airport Details

Chicago (ORD)

O Hare International

USA

San Jose (SJO)

Juan Santamaria Intl

Costa Rica

Flights shown for 30 Oct 2026. View all flights opens the complete search result.

Airlines flying from Chicago to San Jose

Compare fares, stops, baggage and refundability across the airlines flying this route.

United Airlines Flights

from ₹47,28862 flights
Fares from
₹47,288
Non-stop
None in these results
Departures
62 in the list above

American Airlines Flights

from ₹45,64253 flights
Fares from
₹45,642
Non-stop
None in these results
Departures
53 in the list above

Air Canada Flights

from ₹39,28121 flights
Fares from
₹39,281
Non-stop
None in these results
Departures
21 in the list above

Delta Air Lines Flights

from ₹40,0585 flights
Fares from
₹40,058
Non-stop
None in these results
Departures
5 in the list above

Route Overview & Flight Facts

Fastest flight duration7h 33m · Delta Air Lines
First departure of the day05:00 · American Airlines
Last departure of the day22:50 · British Airways
Flight options found146
Airport codesChicago–ORD, San Jose–SJO

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 Fri, 30 Oct found 146 flight options. The first flight leaves around 05:00 and the last around 22:50. The fastest flight takes about 7h 33m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Morning from ₹39,281, Afternoon from ₹39,281, Evening from ₹39,281, Night from ₹40,058. 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. 1
    Enter your travel details

    Choose one-way or round-trip, pick your dates and travellers in the search form above.

  2. 2
    Compare search results

    Sort or filter the Chicago–San Jose results by price, departure time, stops and airline.

  3. 3
    Open the fare choices

    Check baggage allowance and refundability for each fare type before continuing.

  4. 4
    Review the final price

    Review the refreshed supplier fare, coupon saving and selected payment-method fee before you pay.

  5. 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 Chicago to San Jose 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.

Fare checked before paymentCoupon eligibility checkedBooking status trackingBooking support

Exclusive Flight Offers & Promo Coupons

Coupon codeOfferMax saving
FLYX20Up to 20% Off on Flights₹1,500

Check coupon eligibility and the final discount on the review page before you pay. View full terms.

Frequently Asked Questions

Is it worth booking Chicago to San Jose 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 Chicago to San Jose dates shown on this page, the lowest fare is on a Friday at ₹39,281. This can change from week to week.

How far is Chicago from San Jose by air?

The flying distance depends on the routing the airline selects. The flight cards above show duration and stop details for each result.

Are there non-stop flights from ORD to SJO?

Not on the dates shown here. Every Chicago to San Jose option on this page has at least one stop. Non-stop service can differ by season and by day, so check nearby dates before you decide.

Which airlines fly Chicago to San Jose?

United Airlines, American Airlines, Air Canada and Delta Air Lines 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 Chicago to San Jose?

Every option on this page has at least one stop, and the shortest total journey time is about 7h 33m including the layover. Non-stop service on this route can vary by season and by day.

What is the baggage allowance on Chicago to San Jose flights?

Allowance is set by the airline and the fare you pick, not by the route. Fares on this page include 1 Pieces and 2 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 Chicago to San Jose flight fare?

The lowest Chicago to San Jose fare on this page is ₹39,281. Fares on the same dates run up to ₹485,024, depending on airline, timing and fare type. Airline prices change often, so search your dates for the current fare.

What time do Chicago to San Jose flights depart?

On the dates shown here, the first departure is around 05:00 and the last around 22:50, local time at Chicago. 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 ORD–SJO, 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.

For payment, ticket issuance or a change request, see FlyX support. About FlyX.

What to Expect When Booking Your Flight

The ORD to SJO 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 Chicago to San Jose airfare, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare ₹39,281 30/10/2026 Air Canada 08:45
Cheapest Airfare Within 30 Days ₹38,495 07/11/2026 Air Canada 08:45
Cheapest Airfare Within 90 Days ₹37,317 06/01/2027 Air Canada 08:45

Book Chicago to San Jose Flight Tickets on FlyX

FlyX lists each Chicago to San Jose 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.

Chicago to San Jose Flight Schedule and Timing

The search for these dates returned 146 flight options. The first departure from Chicago is at 05:00 and the last is at 22:50. Flights leave from O Hare International and land at Juan Santamaria Intl.

Flight Route Details & Analysis

Flight DetailsInformation
RouteChicago to San Jose
Flight Duration7h 33m - 53h 33m
Airport CodesChicago - ORD, San Jose - SJO
Total Flights Available146 flights0 direct146 with layovers
First Flight DepartureDeparts at 05:00
Last Flight DepartureDeparts at 22:50
Early Morning Flights (12 AM - 8 AM)29 flights0 direct29 with layovers
Morning Flights (8 AM - 12 PM)34 flights0 direct34 with layovers
Afternoon Flights (12 PM - 4 PM)26 flights0 direct26 with layovers
Evening Flights (4 PM - 8 PM)42 flights0 direct42 with layovers
Night Flights (8 PM - 12 AM)15 flights0 direct15 with layovers

Airport Information & Terminals

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.

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.

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