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Cheap Flights from San Diego to Chicago
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Cheap Flights from San Diego to Chicago starting at S$ 53
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- SAN19:0927h 43m1 stopORD00:52Tue, May 7|San Diego - Chicago|Frontier AirlinesS$ 53S$ 7832% OFF32% OFFS$ 78S$ 53
- SAN16:076h 49m1 stopORD00:56Wed, May 1|San Diego - Chicago|Frontier AirlinesS$ 57S$ 7826% OFF26% OFFS$ 78S$ 57
- SAN16:296h 27m1 stopORD00:56Thu, May 2|San Diego - Chicago|Frontier AirlinesS$ 57S$ 7826% OFF26% OFFS$ 78S$ 57
- SAN16:076h 49m1 stopORD00:56Wed, May 8|San Diego - Chicago|Frontier AirlinesS$ 58S$ 58
- SAN16:076h 49m1 stopORD00:56Wed, May 15|San Diego - Chicago|Frontier AirlinesS$ 58S$ 58
- SAN09:3313h 23m1 stopORD00:56Sat, May 11|San Diego - Chicago|Frontier AirlinesS$ 58S$ 58
- SAN16:017h 5m1 stopORD01:06Tue, May 21|San Diego - Chicago|Frontier AirlinesS$ 59S$ 59
- SAN20:216h 39m1 stopORD05:00Sat, May 18|San Diego - Chicago|Frontier AirlinesS$ 59S$ 59
- SAN11:206h 59m1 stopMDW20:19Sat, May 4|San Diego - Chicago|Frontier AirlinesS$ 63S$ 63
- SAN14:577h 59m1 stopORD00:56Tue, Apr 23|San Diego - Chicago|Frontier AirlinesS$ 64S$ 64
- SAN13:003h 5mDirectCHI14:00Thu, Apr 25|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.
Cheapest time to fly from San Diego to Chicago
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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest 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.
Frontier Airlines
From S$ 58
Spirit Airlines
From S$ 67
American Airlines
From S$ 118
Alaska Airlines
From S$ 120
Southwest Airlines
From S$ 133
United Airlines
From S$ 162
Sun Country Airlines
From S$ 186
Jetblue Airways
From S$ 260
Delta Air Lines
From S$ 426
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.
- CheapestSAN19:0912h 13m1 transferMDW09:22San Diego International Airport - Midway International AirportTue, May 7Frontier AirlinesS$ 58
- SAN16:076h 49m1 transferORD00:56San Diego International Airport - O'Hare International AirportWed, May 8Frontier AirlinesS$ 58
- SAN08:4410h 24m1 transferRFD21:08San Diego International Airport - Chicago Rockford International AirportThu, May 9Frontier AirlinesS$ 226
- SAN08:4410h 24m1 transferRFD21:08San Diego International Airport - Chicago Rockford International AirportThu, May 9Frontier AirlinesS$ 226Find More Flights
Frequently Asked Questions
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.
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Find cheapest flight ticket from San Diego to Chicago
Cheapest direct flight price | S$ 53 |
---|---|
Cheapest return ticket price | S$ 213 |
Cheapest month | April |
Peak season for travel | July |
Flight distance | 2,786.63km |
Average flight time | 4 hours 16 minutes |
Popular airline | American Airlines |
Plan Your Trip Around Chicago
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