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Chicago to San Diego Flights

Flight only

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to San Diego

Departure Arrival Travel dates Round-trip
CHI SAN Tue, Sep 30 - Tue, Oct 7 $283
CHI SAN Tue, Jan 27 - Wed, Jan 28 $290
CHI SAN Thu, Nov 6 - Tue, Nov 11 $355
CHI SAN Thu, Jan 29 - Mon, Feb 2 $361
CHI SAN Wed, Oct 22 - Wed, Oct 29 $370
CHI SAN Thu, Oct 23 - Sun, Oct 26 $377
CHI SAN Thu, Jan 29 - Mon, Feb 2 $378
CHI SAN Thu, Dec 11 - Tue, Dec 16 $390
CHI SAN Fri, Oct 31 - Tue, Nov 4 $409
CHI SAN Mon, Jan 12 - Sat, Jan 31 $543

Chicago and San Diego airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to SAN

    Terminal Carriers
    Terminal 1 US Airways, United Airlines
    Terminal 3 Alaska Airlines, American Airlines, Cathay Pacific, US Airways
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Airports in San Diego CA, US
map of airports in San Diego
  • 1

    San Diego Airport (SAN)

    Distance from City Center: 2 miles

    Terminals and carriers for flights from CHI to SAN

    Terminal Carriers
    Terminal 1 US Airways, United Airlines
    Terminal 2 Alaska Airlines, American Airlines, Cathay Pacific, US Airways, United Airlines
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Cheap flights from Chicago to San Diego

Sun Mon Tue Wed Thu Fri Sat
1
$283
2 3 4
5 6 7
$283
8
$283
9 10 11
12 13 14 15
$283
16 17 18
19 20 21
$283
22
$283
23 24 25
26 27 28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured San Diego Airport Hotels

Hotel only $127

Homewood Suites by Hilton Carlsbad-North San Diego County

3 stars

2223 Palomar Airport Road Map

Free hot breakfast and high speed internet access

...Our all-suite hotel in Carlsbad is located across from the McClellan-Palomar Airport and near popular attractions, restaurants and golf courses.... More

Hotel only $95

Courtyard by Marriott San Diego Carlsbad

3 stars

5835 Owens Avenue Map

Rate includes breakfast

...This Carlsbad, CA hotel features the new Courtyard lobby with inviting, flexible spaces, free Wi-Fi throughout and easy access to the latest news, weather and airport conditions via our GoBoard.... More

Hotel only $149

Residence Inn by Marriott San Diego Carlsbad

3 stars

2000 Faraday Ave. Map

Includes spa treatments & champagne

...The McClellan/Palomar Airport (CLD) is just one mile away making getting to the area for business in Vista, Carlsbad or the US Marine base – Camp Pendleton quick and easy.... More

Hotel only $96

The Holiday Inn Express San Diego Airport / Old Town is situated in an outstanding location in Americas Finest City.... More

Hotel only $147

Sheraton San Diego Hotel & Marina

4 stars

1380 Harbor Island Drive Map

Save 15% on your stay, Breakfast Included

...Familiar brand with service and marina on San Diego BayNestled at the edge of San Diego Bay, the Sheraton San Diego Hotel & Marina enjoys panoramic views of the bay and city skyline.... San... More

Hotel only $139

Tucked away among the birthplace of San Diego, California amid the culture and history of the city, this charming Fairfield Inn & Suites by Marriott San Diego Old Town provides an escape from... More

October

Cheapest weekend flights in October from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Oct 24 Chicago (ORD) San Diego (SAN) Spirit Airlines $315
Earn $3.15
Return Mon, Oct 27 San Diego (SAN) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in October from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Oct 15 Chicago (ORD) San Diego (SAN) Spirit Airlines $283
Earn $2.83
Return Tue, Oct 21 San Diego (SAN) Chicago (ORD) Spirit Airlines

Best one-week trip in October from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Oct 21 Chicago (ORD) San Diego (SAN) Spirit Airlines $283
Earn $2.83
Return Tue, Oct 28 San Diego (SAN) Chicago (ORD) Spirit Airlines
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November

Cheapest weekend flights in November from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Nov 7 Chicago (MDW) San Diego (SAN) Frontier Airlines $334
Earn $3.34
Return Sat, Nov 8 San Diego (SAN) Chicago (MDW) Frontier Airlines

Lowest roundtrip airfare in November from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 4 Chicago (ORD) San Diego (SAN) Frontier Airlines $295
Earn $2.95
Return Wed, Nov 12 San Diego (SAN) Chicago (ORD) Frontier Airlines

Best one-week trip in November from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Nov 4 Chicago (ORD) San Diego (SAN) Spirit Airlines $308
Earn $3.08
Return Tue, Nov 11 San Diego (SAN) Chicago (ORD) Spirit Airlines
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December

Cheapest weekend flights in December from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Dec 11 Chicago (ORD) San Diego (SAN) Virgin America $395
Earn $3.95
Return Sun, Dec 14 San Diego (SAN) Chicago (ORD) Virgin America

Lowest roundtrip airfare in December from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Dec 16 Chicago (ORD) San Diego (SAN) Frontier Airlines $301
Earn $3.01
Return Tue, Jan 13 San Diego (SAN) Chicago (ORD) Frontier Airlines

Best one-week trip in December from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Dec 2 Chicago (ORD) San Diego (SAN) Spirit Airlines $322
Earn $3.22
Return Tue, Dec 9 San Diego (SAN) Chicago (ORD) Spirit Airlines
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Flights from Chicago to San Diego

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Flights to San Diego

Booking flights to San Diego with Orbitz.com helps ensure you get the best rate on your airline tickets. The website makes it easy to find a flight that fits your budget. Orbitz.com searches hundreds of flight combinations to find you a bargain.

San Diego International Airport

The San Diego International Airport is located on North Harbor Drive, approximately three miles from downtown San Diego. The airport has hubs for 20 different airlines, including Alaska Airlines, American Airlines, British Airways, JetBlue and Southwest Airlines. The Orbitz.com website searches flights from all available airlines and displays the results, so you can choose a flight that fits your travel needs and budget.

Parking and Transportation

The San Diego International Airport doesn't allow curbside parking. If you're being picked up from the airport, you'll need to pay for parking. Parking costs $2 for every half hour, with a maximum of $28 per day. The airport offers complimentary shuttle services from the parking lot to the airport terminals. Amtrak and the Metro Bus run between the airport and downtown San Diego every 15 minutes. You can also reserve a taxicab at any of the airport's transportation plazas. Orbitz.com can reserve you a rental car for the duration of your trip. The airport has courtesy phones located near baggage claim, so you can request shuttle service to the car rental company as soon as you arrive.

Dining at the Airport

If you need to grab a quick bite to eat when you arrive, the airport has numerous restaurants, including Monet's California Deli, Pizza Uno, McDonald's and Cramer's Deli. Because Orbitz.com takes care of everything when you book flights to San Diego on the website, you'll have plenty of time to relax and enjoy a meal before you head to your hotel.

Interesting facts about flights from Chicago to San Diego

    • 13 direct flights are operating from Chicago to San Diego today.
    • Today's average time for a direct flight is 4h 8m.
    • United Airlines flight 709 (3:03 AM GMT, Boeing 757-200 Passenger) is today's earliest available flight from Chicago to San Diego.
    • American Airlines flight 1193 (4:25 PM GMT, Boeing 737-800 Passenger) is today's latest available flight from Chicago to San Diego.
    • Today's shortest direct flight from Chicago to San Diego (American Airlines flight 93, Boeing 737-800 Passenger) takes 4h 5m.
    • Today's longest direct flight from Chicago to San Diego (United Airlines flight 395, Airbus Industrie A320) takes 4h 20m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to San Diego Airport (SAN) are available for this route.

Aircraft options between Chicago and San Diego

Equipment Carrier
Boeing 737-700 Passenger United Airlines, US Airways
Boeing 757-200 Passenger United Airlines, US Airways
Boeing 737-900 Passenger United Airlines, US Airways
Airbus Industrie A319 United Airlines, US Airways
Boeing 737-800 Passenger American Airlines, Alaska Airlines, US Airways, United Airlines, Cathay Pacific
Airbus Industrie A320 United Airlines, US Airways