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Flights from Chicago to San Diego
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Find cheap one-way flights from Chicago to San Diego starting at US$45.
Book one-way or return flights from Chicago to San Diego from as little as US$45. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- MDW05:3013h 45m1 stopSAN17:15Wed, Apr 17|Chicago - San Diego|Frontier AirlinesUS$45US$8145% OFF45% OFFUS$81US$45
- MDW05:3013h 45m1 stopSAN17:15Wed, May 1|Chicago - San Diego|Frontier AirlinesUS$49US$8140% OFF40% OFFUS$81US$49
- ORD12:2928h 48m1 stopSAN15:17Tue, Apr 23|Chicago - San Diego|Frontier AirlinesUS$54US$8134% OFF34% OFFUS$81US$54
- MDW22:3413h 42m1 stopSAN10:16Tue, Apr 16|Chicago - San Diego|Frontier AirlinesUS$55US$55
- ORD18:2715h 57m1 stopSAN08:24Tue, Apr 30|Chicago - San Diego|Frontier AirlinesUS$55US$55
- ORD17:507h 25m1 stopSAN23:15Wed, Mar 27|Chicago - San Diego|Spirit AirlinesUS$56US$56
- ORD18:2715h 57m1 stopSAN08:24Tue, May 14|Chicago - San Diego|Frontier AirlinesUS$58US$58
- MDW14:158h 25m1 stopSAN20:40Tue, May 21|Chicago - San Diego|Frontier AirlinesUS$58US$58
- MDW10:3011h 45m1 stopSAN20:15Sat, Apr 20|Chicago - San Diego|Frontier AirlinesUS$58US$58
- MDW12:066h 55m1 stopSAN17:01Wed, Apr 3|Chicago - San Diego|Frontier AirlinesUS$58US$58
- CHI13:003h 5mDirectSAN14:00Tue, Mar 26|Chicago - San Diego|Frontier 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 Diego
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Frontier Airlines
From US$45
Spirit Airlines
From US$56
American Airlines
From US$88
Sun Country Airlines
From US$94
Southwest Airlines
From US$94
Alaska Airlines
From US$107
Delta Air Lines
From US$112
Allegiant Air
From US$138
United Airlines
From US$152
Jetblue Airways
From US$315
ANA airlines
Find more flights and airlines
Find cheap flights from Chicago to San Diego by different airports
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Diego.
- CheapestMDW05:3013h 45m1 transferSAN17:15Midway International Airport - San Diego International AirportWed, Apr 17Frontier AirlinesUS$45
- ORD23:0513h 11m1 transferSAN10:16O'Hare International Airport - San Diego International AirportTue, Apr 9Frontier AirlinesUS$63
- RFD12:237h 12m1 transferSAN17:35Chicago Rockford International Airport - San Diego International AirportThu, Mar 28Allegiant AirUS$138
- RFD12:237h 12m1 transferSAN17:35Chicago Rockford International Airport - San Diego International AirportThu, Mar 28Allegiant AirUS$138Find More Flights
Frequently Asked Questions
Chicago to San Diego Flight Information
Cheapest nonstop flight price | $44 |
---|---|
Cheapest round-trip ticket price | $130 |
Off-season for travel | December |
Peak season for travel | June |
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