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Flights from Chicago to San Juan Starting at £46
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- ORD12:5111h 59m1 stopSJU01:50Tue, Apr 9|Chicago - San Juan|Spirit Airlines£46£6227% OFF27% OFF£62£46
- ORD07:2710h 35m1 stopSJU19:02Tue, Apr 16|Chicago - San Juan|Spirit Airlines£48£6223% OFF23% OFF£62£48
- ORD07:2710h 35m1 stopSJU19:02Tue, Apr 23|Chicago - San Juan|Spirit Airlines£50£6219% OFF19% OFF£62£50
- ORD17:517h 5m1 stopSJU01:56Tue, Apr 16|Chicago - San Juan|Frontier Airlines£54£54
- ORD10:587h 13m1 stopSJU19:11Tue, May 21|Chicago - San Juan|Spirit Airlines£54£54
- ORD17:517h 5m1 stopSJU01:56Tue, Apr 23|Chicago - San Juan|Frontier Airlines£55£55
- MDW19:1312h 21m1 stopSJU08:34Tue, Apr 30|Chicago - San Juan|Frontier Airlines£56£56
- ORD10:236h 39m1 stopSJU18:02Mon, Apr 29|Chicago - San Juan|Spirit Airlines£56£56
- MDW19:1712h 17m1 stopSJU08:34Mon, May 6|Chicago - San Juan|Frontier Airlines£56£56
- ORD05:0012h 2m1 stopSJU18:02Mon, Apr 15|Chicago - San Juan|Spirit Airlines£57£57
- CHI13:003h 5mDirectSJU14:00Thu, Apr 4|Chicago - San Juan|Spirit 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 Chicago to San Juan
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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 Chicago to San Juan
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Southwest Airlines
From £72
Spirit Airlines
From £79
United Airlines
From £82
American Airlines
From £83
Frontier Airlines
From £87
Delta Air Lines
From £114
Allegiant Air
From £124
Jetblue Airways
From £141
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to San Juan
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Juan.
- CheapestORD22:0013h 42m1 transferSJU12:42O'Hare International Airport - Luis Muñoz Marín International AirportMon, Apr 8Spirit Airlines£79
- MDW08:5116h 16m1 transferSJU02:07Midway International Airport - Luis Muñoz Marín International AirportTue, Apr 9Frontier Airlines£87
- RFD10:3522h 37m1 transferSJU10:12Chicago Rockford International Airport - Luis Muñoz Marín International AirportMon, Apr 8Allegiant Air£124
- RFD10:3522h 37m1 transferSJU10:12Chicago Rockford International Airport - Luis Muñoz Marín International AirportMon, Apr 8Allegiant Air£124Find More Flights
How do I find the cheapest flights?
Flight Information from Chicago to San Juan
Cheapest direct flight price | £45 |
---|---|
Cheapest return ticket price | £125 |
Cheapest month | December |
Peak season for travel | September |
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