Cheap flights from San Diego to Chicago

Choose between Southwest Airlines, United Airlines, or American Airlines to find the best price

Travelers usually depart from San Diego International, San Diego bus station, San Diego Old Town station, San Diego Santa Fe railway station, or San Diego-La Jolla 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 Union Station. The distance between San Diego and Chicago is 2771 km. The most popular airlines for this route are Southwest Airlines, United Airlines, American Airlines, Frontier Airlines, and Delta Air Lines. San Diego and Chicago have 208 direct flights per week.

Weekly flights

MondayTuesdayWednesdayThursdayFridaySaturdaySunday
Number of flights37385121-4516

Fly direct with

Spirit Airlines on Mondays, Thursdays, Fridays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

American Airlines on Mondays, Tuesdays, 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

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlinesSWAWNNoUnknownOpens 1 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesUnknownOpens 1 days before flight
Closes 1 hours before flight
American AirlinesAALAAYesUnknownNo
Frontier AirlinesFFTF9NoUnknownOpens 1 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesUnknownOpens 1 days before flight
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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 4.0 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, Spirit Airlines, United Airlines, American 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, Fort Lauderdale–Hollywood International, Denver International, San Francisco International, Logan International, Seattle–Tacoma International, Phoenix Sky Harbor International, O Hare International, San Jose International, Oakland International, Fresno Yosemite International.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Miami International, McCarran International, Orlando International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Logan International, Tampa International, San Diego International, Minneapolis–Saint Paul International, Dallas/Fort Worth 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 Los Angeles International, Tijuana International, John Wayne, Hollywood Burbank, Ontario International, Mexicali International, Long Beach, Palm Springs International, Imperial County, 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, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Fort Wayne International, Muskegon County, Kalamazoo/Battle Creek International.

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.

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