Flying from San Diego to Chicago can be expensive. Our search helps you compare cheap flights, airfare deals, and flight tickets across airlines and agencies so you can book at the best price.
We scan trusted travel agencies and airline booking systems for the route San Diego - Chicago (SAN - CHI). We do not sell tickets or add fees - you choose where to buy.
Airfares vary by date, time, and airport. Use filters to find the best option by departure/arrival time, number of stops, airline or alliance, and booking channel.
If your dates are flexible, check the low-fare calendar to find the cheapest days. Booking round-trip in one order often reduces fees, and prices usually rise as departure approaches.
We also recommend you to look through the prices for return tickets from Chicago to San Diego.
Airfares found by our users in the past 24 hours
The price for these dates could change. Use search to get the best price.
Airlines are flying from San Diego to Chicago
| Southwest Airlines |
Popular flights from San Diego
- Cheap flights from San Diego to Juneaufrom 25 425र
- Cheap flights from San Diego to San Francisco, CAfrom 10 318र
- Cheap flights from San Diego to Columbia, SCfrom 23 375र
- Cheap flights from San Diego to Las Vegasfrom 2 270र
- Cheap flights from San Diego to Munichfrom 46 206र
- Cheap flights from San Diego to Hong Kongfrom 29 853र
- Cheap flights from San Diego to Newburghfrom 12 123र
- Cheap flights from San Diego to Amarillo, TXfrom 20 045र
- Cheap flights from San Diego to Surgutfrom 72 988र
- Cheap flights from San Diego to Washingtonfrom 14 688र
- Cheap flights from San Diego to Cochabambafrom 41 267र
- Cheap flights from San Diego to Santiagofrom 38 114र
- Cheap flights from San Diego to Dallas, TXfrom 6 295र
- Cheap flights from San Diego to Seattle, WAfrom 12 223र
- Cheap flights from San Diego to New Orleansfrom 10 810र
- Cheap flights from San Diego to New Yorkfrom 9 400र
- Cheap flights from San Diego to Angeles Cityfrom 35 758र
- Cheap flights from San Diego to Honolulufrom 17 485र
- Cheap flights from San Diego to El Pasofrom 18 559र
- Cheap flights from San Diego to Colorado Springsfrom 11 576र
- Cheap flights from San Diego to Milwaukeefrom 10 781र
- Cheap flights from San Diego to Kauai Islandfrom 20 526र
- Cheap flights from San Diego to Denverfrom 1 916र
- Cheap flights from San Diego to Houston, TXfrom 18 104र
- Cheap flights from San Diego to Londonfrom 59 480र
- Cheap flights from San Diego to Executivefrom 6 829र
- Cheap flights from San Diego to Phoenixfrom 3 743र
- Cheap flights from San Diego to Philadelphiafrom 9 979र
- Cheap flights from San Diego to Tokyofrom 27 977र
Frequently asked questions about flights from San Diego to Chicago
How long does the flight from San Diego to Chicago take?
Flight duration from San Diego to Chicago varies by route, airline, and number of stops. Direct flights are faster; connecting flights may take longer. Use our search to compare options and see exact durations for your dates.
Are there direct flights from San Diego to Chicago?
Availability of direct flights from San Diego to Chicago depends on the route and season. Use our search and filter by "Direct" or "Non-stop" to see only direct options. We compare offers from many airlines and agencies.
Which airlines fly from San Diego to Chicago?
Several airlines may operate flights from San Diego to Chicago. On this page you can see airlines that serve this route. Our search compares prices across airlines and agencies so you can choose the best offer. We do not sell tickets; you book directly with the airline or agency.
What is the cheapest month to fly from San Diego to Chicago?
Prices from San Diego to Chicago vary by month and demand. On this page you can see average round-trip prices by month. Use the low-fare calendar and monthly table to find the cheapest dates. Booking in advance and avoiding peak seasons often helps get the best price.