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SJU to ORD

San Juan to Chicago 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₹16,913United Airlines
Fastest5h 22mgate to gate
Options found106flights on this route
Find your flight SJU ORD

Available Flights & Fares

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

Prices in INR
106 flight options

Fares are checked again before payment.

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Sort by
United Airlines
United Airlines
UA-2219
02:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
8H :57 M
1 Stop
EWR · 1h 51m New York (EWR), United States
09:02
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-2219
02:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
9H :40 M
1 Stop
EWR · 2h 36m New York (EWR), United States
09:45
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-2219
02:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
10H :43 M
1 Stop
EWR · 3h 36m New York (EWR), United States
10:48
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-1613
15:17
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
18H :25 M
1 Stop
MIA · 11h 46m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1870
18:55
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
14H :47 M
1 Stop
MIA · 8h 03m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1501
06:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
27H :37 M
1 Stop
MIA · 20h 58m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3092
10:32
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
23H :10 M
1 Stop
MIA · 16h 32m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1893
11:35
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
22H :07 M
1 Stop
MIA · 15h 32m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2141
13:40
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
20H :02 M
1 Stop
MIA · 13h 23m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1501
06:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
12H :05 M
2 Stops
MIA · 1h 33m Miami (MIA), United States
CLT · 3h 05m Charlotte (CLT), United States
16:10
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3324
07:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
7H :14 M
1 Stop
CLT · 0h 57m Charlotte (CLT), United States
12:19
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 5 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3324
07:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
9H :18 M
1 Stop
CLT · 3h 04m Charlotte (CLT), United States
14:23
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3324
07:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
11H :05 M
1 Stop
CLT · 4h 49m Charlotte (CLT), United States
16:10
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3324
07:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
12H :24 M
1 Stop
CLT · 6h 02m Charlotte (CLT), United States
17:29
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3324
07:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
15H :06 M
1 Stop
CLT · 8h 35m Charlotte (CLT), United States
20:11
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-508
08:30
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
10H :59 M
1 Stop
PHL · 4h 08m Philadelphia (PHL), United States
17:29
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 3 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-508
08:30
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
14H :00 M
1 Stop
PHL · 6h 57m Philadelphia (PHL), United States
20:30
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 5 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1870
18:55
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
7H :49 M
1 Stop
MIA · 1h 12m Miami (MIA), United States
00:44
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1870
18:55
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
16H :37 M
1 Stop
MIA · 9h 53m Miami (MIA), United States
09:32
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1501
06:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
16H :06 M
2 Stops
MIA · 1h 33m Miami (MIA), United States
CLT · 6h 51m Charlotte (CLT), United States
20:11
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1501
06:05
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
19H :56 M
2 Stops
MIA · 1h 33m Miami (MIA), United States
CLT · 11h 00m Charlotte (CLT), United States
00:01
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-2089
08:25
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
5H :22 M
Non Stop
11:47
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces

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United Airlines
United Airlines
UA-2088
16:55
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
5H :31 M
Non Stop
20:26
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 8 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1644
07:40
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
10H :49 M
1 Stop
IAH · 2h 54m Houston (IAH), United States
16:29
2026-11-14
CHICAGO (ORD)United States flagO Hare International
Non Refundable 5 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-2884
07:30
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
26H :12 M
1 Stop
MIA · 19h 34m Miami (MIA), United States
07:42
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1893
11:35
2026-11-14
San Juan (SJU)Puerto Rico flagLuis Munoz Marin Intl
23H :57 M
1 Stop
MIA · 17h 22m Miami (MIA), United States
09:32
2026-11-15
CHICAGO (ORD)United States flagO Hare International
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
No flights match the selected filters. Clear filters or open full search.

Airfare Highlights

From flights departing on Sat, 14 Nov 2026.

Lowest fare ₹16,913 United Airlines 02:05
Earliest departure ₹16,913 United Airlines 02:05
Shortest duration ₹28,878 United Airlines 08:25
Night 00:00-05:59 ₹16,913 United Airlines at 02:05
Morning 06:00-11:59 ₹22,643 American Airlines at 06:05
Afternoon 12:00-17:59 ₹17,388 American Airlines at 15:17
Evening 18:00-23:59 ₹17,388 American Airlines at 18:55

Departure & Arrival Airport Details

San Juan (SJU)

Luis Munoz Marin Intl

Puerto Rico

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 DayWednesday
  • 26NovThanksgiving DayThursday
  • 25DecChristmas DayFriday
  • 01JanNew Year's DayFriday
  • 18JanMartin Luther King, Jr. DayMonday
  • 12FebLincoln's BirthdayFriday

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 Juan 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₹28,8785h 22m3 flights
Connecting flight₹16,913Longer, includes a stop103 options

3 airlines operate this route.

Road distance and coach duration are approximate estimates from the air distance, not a timetable.

Airlines flying from San Juan to Chicago

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

American Airlines Flights

from ₹17,38855 flights
Fares from
₹17,388
Non-stop
1 in these results
Departures
55 in the list above

United Airlines Flights

from ₹16,91346 flights
Fares from
₹16,913
Non-stop
2 in these results
Departures
46 in the list above

Delta Air Lines Flights

from ₹30,2435 flights
Fares from
₹30,243
Non-stop
None in these results
Departures
5 in the list above

Route Overview & Flight Facts

Fastest flight duration5h 22m · United Airlines
First departure of the day02:05 · United Airlines
Last departure of the day19:35 · United Airlines
Flight options found106
Direct / non-stop options3
Airport codesSan Juan–SJU, 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 106 flight options, 3 of them non-stop. The first flight leaves around 02:05 and the last around 19:35. The fastest flight takes about 5h 22m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Night from ₹16,913, Afternoon from ₹17,388, Evening from ₹17,388, Morning from ₹22,643. 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 San Juan–Chicago 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 San Juan 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.

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 San Juan 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 Juan to Chicago dates shown on this page, the lowest fare is on a Saturday at ₹16,913. This can change from week to week.

How far is San Juan 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 Juan to Chicago?

Yes. 3 non-stop flights are listed on this page for San Juan to Chicago, operated by American Airlines and United Airlines. Use the Stops filter to see only those.

Which airlines fly San Juan to Chicago?

American Airlines, United Airlines 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 San Juan to Chicago?

The quickest non-stop San Juan to Chicago flight on this page takes about 5h 22m. Non-stop flights here take between 5h 22m and 5h 38m. Journeys with a stop take longer, since the total includes the layover.

What is the cheapest San Juan to Chicago flight fare?

The lowest San Juan to Chicago fare on this page is ₹16,913. Fares on the same dates run up to ₹48,113, 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 Juan to Chicago flight?

On this page, United Airlines has the lowest San Juan to Chicago fare, starting from ₹16,913. American Airlines is next, from ₹17,388. The cheapest airline can change with the date, so compare a few days around your trip.

What time do San Juan to Chicago flights depart?

On the dates shown here, the first departure is around 02:05 and the last around 19:35, local time at San Juan. 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 SJU–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.

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

What to Expect When Booking Your Flight

The SJU 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 Juan to Chicago airfare, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare ₹16,913 14/11/2026 United Airlines 02:05
Cheapest Airfare Within 30 Days ₹16,575 27/11/2026 United Airlines 02:05
Cheapest Airfare Within 90 Days ₹16,067 26/01/2027 United Airlines 02:05

Book San Juan to Chicago Flight Tickets on FlyX

FlyX lists each San Juan 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 Juan to Chicago flight duration is approximately 5 hours 22 minutes non-stop. There are 3 non-stop San Juan to Chicago direct flights on the departure date shown on this page.

San Juan to Chicago Flight Schedule and Timing

The search for these dates returned 106 flight options, 3 of them non-stop. The first departure from San Juan is at 02:05 and the last is at 19:35. Flights leave from Luis Munoz Marin Intl and land at O Hare International.

Flight Route Details & Analysis

Flight DetailsInformation
RouteSan Juan to Chicago
Flight Duration5h 22m - 27h 37m
Airport CodesSan Juan - SJU, Chicago - ORD
Total Flights Available106 flights3 direct103 with layovers
First Flight DepartureDeparts at 02:05
Last Flight DepartureDeparts at 19:35
Early Morning Flights (12 AM - 8 AM)50 flights0 direct50 with layovers
Morning Flights (8 AM - 12 PM)18 flights1 direct17 with layovers
Afternoon Flights (12 PM - 4 PM)28 flights1 direct27 with layovers
Evening Flights (4 PM - 8 PM)10 flights1 direct9 with layovers
Night Flights (8 PM - 12 AM)No flights in this time slot

Airport Information & Terminals

SJU: San Juan airport. Airport access in San Juan 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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