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ORD to SJU

Chicago to San Juan 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₹16,571American Airlines
Fastest4h 44mgate to gate
Options found101flights on this route
Find your flight ORD SJU

Available Flights & Fares

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

Prices in INR
101 flight options

Fares are checked again before payment.

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Sort by
AA
American Airlines
AA-3188
16:45
2026-10-30
CHICAGO (ORD)O Hare International
16H :01 M
2 Stops
CLT · 2h 43m Charlotte (CLT), United States
MIA · 6h 13m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin 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
14H :06 M
2 Stops
CLT · 0h 49m Charlotte (CLT), United States
MIA · 6h 13m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2323
17:29
2026-10-30
CHICAGO (ORD)O Hare International
15H :17 M
1 Stop
MIA · 9h 21m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1159
19:29
2026-10-30
CHICAGO (ORD)O Hare International
13H :17 M
1 Stop
MIA · 7h 26m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin 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
24H :41 M
2 Stops
CLT · 11h 26m Charlotte (CLT), United States
MIA · 6h 13m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin 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
26H :26 M
2 Stops
CLT · 11h 26m Charlotte (CLT), United States
MIA · 8h 00m Miami (MIA), United States
11:31
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
United Airlines
United Airlines
UA-2455
05:00
2026-10-30
CHICAGO (ORD)O Hare International
7H :11 M
1 Stop
EWR · 1h 08m New York (EWR), United States
13:11
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 5 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-695
14:16
2026-10-30
CHICAGO (ORD)O Hare International
4H :44 M
Non Stop
20:00
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 8 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1486
10:32
2026-10-30
CHICAGO (ORD)O Hare International
9H :50 M
1 Stop
IAD · 3h 54m Washington (IAD), United States
21:22
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-2668
11:05
2026-10-30
CHICAGO (ORD)O Hare International
9H :17 M
1 Stop
DCA · 3h 17m Washington (DCA), United States
21:22
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1128
13:30
2026-10-30
CHICAGO (ORD)O Hare International
6H :52 M
1 Stop
IAD · 0h 56m Washington (IAD), United States
21:22
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 4 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
AA
American Airlines
AA-2896
06:00
2026-10-30
CHICAGO (ORD)O Hare International
16H :20 M
1 Stop
DFW · 8h 41m Dallas (DFW), United States
23:20
2026-10-30
San Juan (SJU)Luis Munoz Marin 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
8H :24 M
1 Stop
MIA · 2h 34m Miami (MIA), United States
15:38
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-471
06:29
2026-10-30
CHICAGO (ORD)O Hare International
15H :28 M
1 Stop
PHL · 8h 50m Philadelphia (PHL), United States
22:57
2026-10-30
San Juan (SJU)Luis Munoz Marin 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
15H :25 M
1 Stop
DFW · 7h 50m Dallas (DFW), United States
23:20
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2553
16:31
2026-10-30
CHICAGO (ORD)O Hare International
16H :15 M
1 Stop
MIA · 10h 18m Miami (MIA), United States
09:46
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-2323
17:29
2026-10-30
CHICAGO (ORD)O Hare International
17H :02 M
1 Stop
MIA · 11h 08m Miami (MIA), United States
11:31
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-1159
19:29
2026-10-30
CHICAGO (ORD)O Hare International
15H :02 M
1 Stop
MIA · 9h 13m Miami (MIA), United States
11:31
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-532
19:37
2026-10-30
CHICAGO (ORD)O Hare International
17H :00 M
1 Stop
PHL · 10h 36m Philadelphia (PHL), United States
13:37
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
AA
American Airlines
AA-3177
21:00
2026-10-30
CHICAGO (ORD)O Hare International
15H :37 M
1 Stop
PHL · 9h 16m Philadelphia (PHL), United States
13:37
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 7 Seat Left Economy
Check-in: 0 PiecesCabin: 2 Pieces
Delta Air Lines
Delta Air Lines
DL-5035
13:50
2026-10-30
CHICAGO (ORD)O Hare International
8H :54 M
1 Stop
JFK · 2h 09m New York (JFK), United States
23:44
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1982
05:30
2026-10-30
CHICAGO (ORD)O Hare International
13H :54 M
1 Stop
IAH · 6h 39m Houston (IAH), United States
20:24
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces

Recommended hotels in San Juan

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

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United Airlines
United Airlines
UA-2833
06:55
2026-10-30
CHICAGO (ORD)O Hare International
12H :29 M
1 Stop
IAH · 5h 15m Houston (IAH), United States
20:24
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-2483
07:29
2026-10-30
CHICAGO (ORD)O Hare International
11H :55 M
1 Stop
IAH · 4h 33m Houston (IAH), United States
20:24
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-1996
08:52
2026-10-30
CHICAGO (ORD)O Hare International
4H :48 M
Non Stop
14:40
2026-10-30
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 8 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
United Airlines
United Airlines
UA-2160
19:45
2026-10-30
CHICAGO (ORD)O Hare International
24H :37 M
1 Stop
DCA · 18h 46m Washington (DCA), United States
21:22
2026-10-31
San Juan (SJU)Luis Munoz Marin Intl
Non Refundable 9 Seat Left Economy
Check-in: 0 PiecesCabin: 1 Pieces
No flights match the selected filters. Clear filters or open full search.

Airfare Highlights

From flights departing on Fri, 30 Oct 2026.

Lowest fare ₹16,571 American Airlines 16:45
Earliest departure ₹17,252 United Airlines 05:00
Shortest duration ₹20,869 United Airlines 14:16
Night 00:00-05:59 ₹17,252 United Airlines at 05:00
Morning 06:00-11:59 ₹17,111 American Airlines at 08:05
Afternoon 12:00-17:59 ₹16,571 American Airlines at 16:45
Evening 18:00-23:59 ₹16,571 American Airlines at 18:40

Departure & Arrival Airport Details

Chicago (ORD)

O Hare International

USA

San Juan (SJU)

Luis Munoz Marin Intl

Puerto Rico

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

Airlines flying from Chicago to San Juan

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

United Airlines Flights

from ₹17,25255 flights
Fares from
₹17,252
Non-stop
2 in these results
Departures
55 in the list above

American Airlines Flights

from ₹16,57138 flights
Fares from
₹16,571
Non-stop
1 in these results
Departures
38 in the list above

Delta Air Lines Flights

from ₹29,8778 flights
Fares from
₹29,877
Non-stop
None in these results
Departures
8 in the list above

Route Overview & Flight Facts

Fastest flight duration4h 44m · United Airlines
First departure of the day05:00 · United Airlines
Last departure of the day21:48 · United Airlines
Flight options found101
Direct / non-stop options3
Airport codesChicago–ORD, San Juan–SJU

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 101 flight options, 3 of them non-stop. The first flight leaves around 05:00 and the last around 21:48. The fastest flight takes about 4h 44m.

Morning vs Evening Departure Fares

Lowest fare by departure window: Afternoon from ₹16,571, Evening from ₹16,571, Morning from ₹17,111, Night from ₹17,252. 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 Juan 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 Juan 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 Juan 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 Juan dates shown on this page, the lowest fare is on a Friday at ₹16,571. This can change from week to week.

How far is Chicago from San Juan 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 SJU?

Yes. 3 non-stop flights are listed on this page for Chicago to San Juan. Use the Stops filter to see only those.

Which airlines fly Chicago to San Juan?

United Airlines, American 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 Chicago to San Juan?

The quickest non-stop Chicago to San Juan flight on this page takes about 4h 44m. Non-stop flights here take between 4h 44m and 4h 50m. Journeys with a stop take longer, since the total includes the layover.

What is the cheapest Chicago to San Juan flight fare?

The lowest Chicago to San Juan fare on this page is ₹16,571. Fares on the same dates run up to ₹82,291, 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 Juan flights depart?

On the dates shown here, the first departure is around 05:00 and the last around 21:48, 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–SJU, 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 SJU 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 Juan airfare, in 30 days and in 90 days

Cheapest FareFareDateAirlineDeparture
Lowest Airfare ₹16,571 30/10/2026 American Airlines 16:45
Cheapest Airfare Within 30 Days ₹16,240 07/11/2026 American Airlines 16:45
Cheapest Airfare Within 90 Days ₹15,742 06/01/2027 American Airlines 16:45

Book Chicago to San Juan Flight Tickets on FlyX

FlyX lists each Chicago to San Juan 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 Juan Flight Schedule and Timing

The search for these dates returned 101 flight options, 3 of them non-stop. The first departure from Chicago is at 05:00 and the last is at 21:48. Flights leave from O Hare International and land at Luis Munoz Marin Intl.

Flight Route Details & Analysis

Flight DetailsInformation
RouteChicago to San Juan
Flight Duration4h 44m - 26h 32m
Airport CodesChicago - ORD, San Juan - SJU
Total Flights Available101 flights3 direct98 with layovers
First Flight DepartureDeparts at 05:00
Last Flight DepartureDeparts at 21:48
Early Morning Flights (12 AM - 8 AM)26 flights0 direct26 with layovers
Morning Flights (8 AM - 12 PM)17 flights2 direct15 with layovers
Afternoon Flights (12 PM - 4 PM)20 flights1 direct19 with layovers
Evening Flights (4 PM - 8 PM)28 flights0 direct28 with layovers
Night Flights (8 PM - 12 AM)10 flights0 direct10 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.

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.

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