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Flights from San Juan to Chicago Starting at £53
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- SJU15:4127h 46m1 stopMDW18:27Tue, Apr 16|San Juan - Chicago|Frontier Airlines£53£6417% OFF17% OFF£64£53
- SJU06:1518h 28m1 stopORD23:43Wed, May 15|San Juan - Chicago|Frontier Airlines£53£6416% OFF16% OFF£64£53
- SJU20:5913h 56m1 stopORD09:55Wed, May 8|San Juan - Chicago|Spirit Airlines£54£6414% OFF14% OFF£64£54
- SJU03:0821h 35m1 stopORD23:43Wed, May 1|San Juan - Chicago|Frontier Airlines£55£55
- SJU21:0713h 48m1 stopORD09:55Tue, May 14|San Juan - Chicago|Spirit Airlines£55£55
- SJU21:3212h 51m1 stopORD09:23Fri, Apr 12|San Juan - Chicago|Spirit Airlines£56£56
- SJU21:0522h 22m1 stopMDW18:27Tue, Apr 9|San Juan - Chicago|Frontier Airlines£56£56
- SJU15:4127h 46m1 stopMDW18:27Tue, May 14|San Juan - Chicago|Frontier Airlines£57£57
- SJU15:4127h 46m1 stopMDW18:27Thu, Apr 18|San Juan - Chicago|Frontier Airlines£58£58
- SJU22:5911h 39m1 stopORD09:38Thu, Apr 11|San Juan - Chicago|Spirit Airlines£58£58
- SJU13:003h 5mDirectCHI14:00Thu, Apr 4|San Juan - Chicago|Frontier AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Find the best time to fly from San Juan to Chicago
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from San Juan to Chicago
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Frontier Airlines
From £53
Spirit Airlines
From £55
American Airlines
From £103
Southwest Airlines
From £113
United Airlines
From £113
Jetblue Airways
From £115
Delta Air Lines
From £301
Silver Airways
From £386
Cape Air
From £438
ANA airlines
Find more flights and airlines
Alternative Routes from San Juan to Chicago
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from San Juan to Chicago.
- CheapestSJU15:4127h 46m1 transferMDW18:27Luis Muñoz Marín International Airport - Midway International AirportTue, Apr 16Frontier Airlines£53
- SJU06:1518h 28m1 transferORD23:43Luis Muñoz Marín International Airport - O'Hare International AirportWed, May 15Frontier Airlines£54
- SJU20:1514h 34m1 transferRFD09:49Luis Muñoz Marín International Airport - Chicago Rockford International AirportThu, Apr 11Frontier Airlines£138
- SJU20:1514h 34m1 transferRFD09:49Luis Muñoz Marín International Airport - Chicago Rockford International AirportThu, Apr 11Frontier Airlines£138Find More Flights
How do I find the cheapest flights?
Flight Information from San Juan to Chicago
Cheapest direct flight price | £52 |
---|---|
Cheapest return ticket price | £125 |
Cheapest month | October |
Peak season for travel | September |
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