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Flights from San Diego to Chicago Starting at £34
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- SAN16:296h 27m1 stopORD00:56Thu, May 2|San Diego - Chicago|Frontier Airlines£34£5032% OFF32% OFF£50£34
- SAN09:3313h 23m1 stopORD00:56Sat, May 11|San Diego - Chicago|Frontier Airlines£34£5031% OFF31% OFF£50£34
- SAN16:076h 49m1 stopORD00:56Wed, May 15|San Diego - Chicago|Frontier Airlines£35£5028% OFF28% OFF£50£35
- SAN20:216h 39m1 stopORD05:00Sat, May 18|San Diego - Chicago|Frontier Airlines£35£35
- SAN08:047h 8m1 stopMDW17:12Tue, May 21|San Diego - Chicago|Frontier Airlines£35£35
- SAN17:066h 7m1 stopORD01:13Wed, May 22|San Diego - Chicago|Frontier Airlines£36£36
- SAN11:206h 59m1 stopMDW20:19Sat, May 4|San Diego - Chicago|Frontier Airlines£37£37
- SAN08:0012h 5m1 stopMDW22:05Tue, May 14|San Diego - Chicago|Frontier Airlines£39£39
- SAN21:127h 18m1 stopORD06:30Tue, May 14|San Diego - Chicago|Spirit Airlines£40£40
- SAN22:1511h 14m1 stopORD11:29Mon, May 13|San Diego - Chicago|Frontier Airlines£40£40
- SAN13:003h 5mDirectCHI14:00Thu, May 2|San Diego - Chicago|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.
Airlines Flying from San Diego to Chicago
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Spirit Airlines
From £40
Frontier Airlines
From £45
Alaska Airlines
From £71
Southwest Airlines
From £79
Delta Air Lines
From £88
United Airlines
From £96
Sun Country Airlines
From £121
Jetblue Airways
From £163
American Airlines
From £230
ANA airlines
Find more flights and airlines
Alternative Routes from San Diego to Chicago
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from San Diego to Chicago.
- CheapestSAN16:076h 49m1 transferORD00:56San Diego International Airport - O'Hare International AirportWed, May 8Frontier Airlines£45
- SAN19:0912h 13m1 transferMDW09:22San Diego International Airport - Midway International AirportTue, May 7Frontier Airlines£46
- SAN08:4410h 24m1 transferRFD21:08San Diego International Airport - Chicago Rockford International AirportThu, May 9Frontier Airlines£137
- SAN08:4410h 24m1 transferRFD21:08San Diego International Airport - Chicago Rockford International AirportThu, May 9Frontier Airlines£137Find More Flights
How do I find the cheapest flights?
How to find a cheap flight from San Diego to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from San Diego to Chicago. Book your flights at the right time and save more.
Book Early
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Check One-way Fares
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Flight Information from San Diego to Chicago
Cheapest direct flight price | £33 |
---|---|
Cheapest return ticket price | £126 |
Cheapest month | April |
Peak season for travel | October |
Flight distance | 2,786.63km |
Average flight time | 4 hours 18 minutes |
Popular airline | American Airlines |
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