Cheap flights from San Diego to Chicago
Travel > North America > United States > San Diego to Chicago flights
Travel tip: Don't miss to visit The Renaissance Society in Hyde Park.Check our current prices for flights from San Diego to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from San Diego to Chicago, you will need to run a search below.
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Book your flight now with Cheapoair.com and save!
Cheap Chicago airfares from $144/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/06/2025, 08:07 pm from San Diego Lindberg (SAN) airport and arrives at Chicago O`hare (ORD) at 06:42 am. The flight time is 10 hours and 35 minutes. The Returning flight departes on 04/15/2025, 02:58 pm (other return dates are also available). Date posted: 19 Feb 2025
Price evolution for flights From San Diego To Chicago
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Recent Deals on Flights from San Diego to Chicago:Roundtrip / Oneway
- $144
Spirit Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (ORD) 04/06/2025 08:07 pm Chicago, IL (ORD) San Diego, CA (SAN) 04/15/2025 02:58 pm - $148
Multiple Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (ORD) 04/06/2025 08:07 pm Chicago, IL (ORD) San Diego, CA (SAN) 04/15/2025 06:45 am - $154
Frontier Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (MDW) 04/06/2025 07:39 pm Chicago, IL (MDW) San Diego, CA (SAN) 04/15/2025 06:45 am - $155
Multiple Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (MDW) 04/06/2025 07:39 pm Chicago, IL (MDW) San Diego, CA (SAN) 04/15/2025 02:58 pm - $428
Frontier Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (ORD) 02/25/2025 03:28 pm Chicago, IL (ORD) San Diego, CA (SAN) 03/11/2025 08:00 am - $66
Frontier Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (ORD) 03/25/2025 06:25 am - $68
Spirit Airlines
cheapoair.com check priceFrom To Departure Time San Diego, CA (SAN) Chicago, IL (ORD) 03/25/2025 08:07 pm
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Know what to do when flying to Chicago?
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