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Flights from Chicago to San Juan
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Find cheap one-way flights from Chicago to San Juan starting at US$61.
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
- One way
- Round-trip
- ORD07:2710h 35m1 stopSJU19:02Tue, Apr 16|Chicago - San Juan|Spirit AirlinesUS$61US$8630% OFF30% OFFUS$86US$61
- ORD06:179h 17m1 stopSJU16:34Tue, Apr 9|Chicago - San Juan|Spirit AirlinesUS$62US$8628% OFF28% OFFUS$86US$62
- ORD07:2710h 35m1 stopSJU19:02Tue, Apr 23|Chicago - San Juan|Spirit AirlinesUS$63US$8626% OFF26% OFFUS$86US$63
- MDW08:5116h 16m1 stopSJU02:07Tue, Apr 9|Chicago - San Juan|Frontier AirlinesUS$64US$64
- ORD17:517h 5m1 stopSJU01:56Tue, Apr 16|Chicago - San Juan|Frontier AirlinesUS$68US$68
- ORD10:587h 13m1 stopSJU19:11Tue, May 21|Chicago - San Juan|Spirit AirlinesUS$69US$69
- ORD17:517h 5m1 stopSJU01:56Tue, Apr 23|Chicago - San Juan|Frontier AirlinesUS$70US$70
- MDW19:1712h 17m1 stopSJU08:34Mon, May 6|Chicago - San Juan|Frontier AirlinesUS$71US$71
- ORD05:0012h 2m1 stopSJU18:02Mon, Apr 15|Chicago - San Juan|Spirit AirlinesUS$71US$71
- MDW19:1712h 17m1 stopSJU08:34Mon, Apr 15|Chicago - San Juan|Frontier AirlinesUS$73US$73
- CHI13:003h 5mDirectSJU14:00Fri, Apr 5|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.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Cheapest airlines flights 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.
Spirit Airlines
From US$61
Frontier Airlines
From US$64
Southwest Airlines
From US$91
American Airlines
From US$103
United Airlines
From US$105
Delta Air Lines
From US$144
Allegiant Air
From US$157
Jetblue Airways
From US$178
Avelo Airlines
From US$218
ANA airlines
Find more flights and airlines
Find cheap flights from Chicago to San Juan by different airports
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Juan.
- CheapestORD07:2710h 35m1 transferSJU19:02O'Hare International Airport - Luis Muñoz Marín International AirportTue, Apr 16Spirit AirlinesUS$61
- MDW08:5116h 16m1 transferSJU02:07Midway International Airport - Luis Muñoz Marín International AirportTue, Apr 9Frontier AirlinesUS$64
- RFD10:3522h 37m1 transferSJU10:12Chicago Rockford International Airport - Luis Muñoz Marín International AirportMon, Apr 8Allegiant AirUS$157
- RFD10:3522h 37m1 transferSJU10:12Chicago Rockford International Airport - Luis Muñoz Marín International AirportMon, Apr 8Allegiant AirUS$157Find More Flights
Frequently Asked Questions
Chicago to San Juan Flight Information
Cheapest nonstop flight price | $60 |
---|---|
Cheapest round-trip ticket price | $156 |
Off-season for travel | December |
Peak season for travel | September |
Plan Your Trip Around San Juan
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