Cheap flights from San Diego to Chicago
Choose between United Airlines, Southwest Airlines, or American Airlines to find the best price
Travelers usually depart from San Diego International, San Diego Old Town station, San Diego bus station, San Diego-La Jolla, or San Diego-Balboa Park when they travel from San Diego to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Downtown Greyhound Station, or Chicago - Cabrini St Parking. The distance between San Diego and Chicago is 2771 km. The most popular airlines for this route are United Airlines, Southwest Airlines, American Airlines, Delta Air Lines, and Frontier Airlines. San Diego and Chicago have 208 direct flights per week.
Cheap one-way trips starting from $ 41 from San Diego SAN to Chicago CHI
San Diego International
O Hare International
One-way,
From $ 41
San Diego International
O Hare International
One-way,
From $ 41
San Diego International
O Hare International
One-way,
From $ 41
San Diego International
O Hare International
One-way,
From $ 41
San Diego International
O Hare International
One-way,
From $ 41
San Diego International
O Hare International
One-way,
From $ 41
Cheap round trips starting from $ 73 from San Diego SAN to Chicago CHI
San Diego International
O Hare International
Round trip, -
From $ 73
San Diego International
O Hare International
Round trip, -
From $ 73
San Diego International
O Hare International
Round trip, -
From $ 73
San Diego International
O Hare International
Round trip, -
From $ 73
San Diego International
O Hare International
Round trip, -
From $ 73
San Diego International
O Hare International
Round trip, -
From $ 73
Weekly flights
| Mondays | Tuesdays | Wednesdays | Thursdays | Fridays | Saturdays | Sundays | |
|---|---|---|---|---|---|---|---|
| Number of flights | 43 | 55 | 35 | 32 | - | 30 | 13 |
Fly direct with
United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Spirit Airlines on Mondays, Thursdays, Fridays, and Sundays.
American Airlines on Mondays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Southwest Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.
Check-in for a flight from San Diego to Chicago
| Name | Carrier code | IATA Code | Passport needed during booking | Airport check-in closes | Online check-in available |
|---|---|---|---|---|---|
| United Airlines | UAL | UA | Yes | Unknown | No |
| Southwest Airlines | SWA | WN | No | Unknown | No |
| American Airlines | AAL | AA | Yes | Unknown | No |
| Delta Air Lines | DAL | DL | Yes | Unknown | No |
| Frontier Airlines | FFT | F9 | No | Unknown | No |
Frequently asked questions
How long does it take to travel from San Diego to Chicago?
A one-way nonstop (direct) flight between San Diego and Chicago takes around 3.9 hours.
What is the flight distance between San Diego and Chicago?
The flight distance between San Diego and Chicago is 2771 km.
What airlines offer nonstop (direct) flights between San Diego and Chicago?
Several carriers operate flights between San Diego and Chicago. Airlines offering nonstop (direct) flights include Southwest Airlines, American Airlines, Spirit Airlines, United Airlines.
What are the most popular routes to and from San Diego?
Travelers frequently search for route combinations, such as San Diego and McCarran International, Denver International, Dallas/Fort Worth International, San Francisco International, William P. Hobby, Phoenix Sky Harbor International, Seattle–Tacoma International, Tampa International, Ronald Reagan Washington National, O Hare International, Salt Lake City International.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and McCarran International, Miami International, LaGuardia, Orlando International, Denver International, Dallas/Fort Worth International, Hartsfield–Jackson Atlanta International, Logan International, Phoenix Sky Harbor International, Tampa International, Minneapolis–Saint Paul International.
Which airports are there in San Diego?
San Diego is mainly served by San Diego International. But there are other airports nearby, including Marine Corps Air Station Miramar, McClellan–Palomar.
What airports are near San Diego?
The main airport in San Diego is San Diego International. It is also served by Tijuana International, John Wayne, Hollywood Burbank, Ontario International, Mexicali International, Palm Springs International, Long Beach, Imperial County, Cable, Hawthorne Municipal.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, Dane County Regional, Quad City International, South Bend International, General Wayne A. Downing Peoria International, Central Illinois Regional, Fort Wayne International, Kalamazoo/Battle Creek International, University of Illinois Willard.
What buses and trains depart from San Diego?
A number of bus and train companies depart from San Diego, including Amtrak train.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between San Diego and Chicago?
What is Virtual Interlining and how do I use it?
Which airlines fly between San Diego and Chicago?
When's the best time to travel between San Diego and Chicago?
What flights operate between San Diego and Chicago?
How many airports are there near San Diego?
How many airports are there near Chicago?
Is it possible to reach San Diego by bus or train?
What time do nonstop (direct) flights between San Diego and Chicago depart?
What time do nonstop (direct) flights between San Diego and Chicago arrive?
What time do flights between San Diego and Chicago depart?
What time do flights between San Diego and Chicago arrive?
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
Explore alternative destinations
Flights from San Diego
- Flights from San Diego to McCarran International
- Flights from San Diego to Denver International
- Flights from San Diego to Dallas/Fort Worth International
- Flights from San Diego to San Francisco International
- Flights from San Diego to William P. Hobby
- Flights from San Diego to Phoenix Sky Harbor International
- Flights from San Diego to Seattle–Tacoma International
- Flights from San Diego to Tampa International
- Flights from San Diego to Ronald Reagan Washington National
- Flights from San Diego to O Hare International
- Flights from San Diego to Salt Lake City International
Flights to Chicago
- Flights from McCarran International to Chicago
- Flights from Miami International to Chicago
- Flights from LaGuardia to Chicago
- Flights from Orlando International to Chicago
- Flights from Denver International to Chicago
- Flights from Dallas/Fort Worth International to Chicago
- Flights from Hartsfield–Jackson Atlanta International to Chicago
- Flights from Logan International to Chicago
- Flights from Phoenix Sky Harbor International to Chicago
- Flights from Tampa International to Chicago
- Flights from Minneapolis–Saint Paul International to Chicago
Find the best connection from San Diego to Chicago
Search, compare, and book flights, trains, or buses to get there.
Search flights, trains & buses