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Chicago to San Diego Flights

Flight only Hotel only Flight + Hotel

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 Thu, May 29 - Tue, Jun 3 $282
CHI SAN Sat, Oct 4 - Mon, Oct 13 $282
CHI SAN Wed, Jul 30 - Tue, Aug 12 $288
CHI SAN Wed, May 7 - Tue, May 13 $297
CHI SAN Sat, Oct 4 - Mon, Oct 13 $304
CHI SAN Wed, May 7 - Sat, May 10 $304
CHI SAN Tue, Jun 24 - Tue, Jul 1 $348
CHI SAN Tue, Jun 24 - Tue, Jul 1 $389
CHI SAN Wed, Aug 6 - Tue, Aug 12 $518
CHI SAN Tue, May 20 - Sat, May 31 $657

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, 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, US Airways, United Airlines
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Cheap flights from Chicago to San Diego

Sun Mon Tue Wed Thu Fri Sat
1 2 3
$282
4 5 6
$282
7
$282
8
$282
9 10
11 12 13
$282
14 15 16 17
18 19 20 21 22 23 24
25 26 27 28
$282
29
$282
30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured San Diego Airport Hotels

Hotel only $120

...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 $99

Courtyard by Marriott San Diego Carlsbad

3 stars
3.7 / 5 18 reviews

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
3.9 / 5 8 reviews

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 $89

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

Hotel only $119

Sheraton San Diego Hotel & Marina

1380 Harbor Island Drive Map

Save 40% on your stay

...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 $167

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

May

Cheapest weekend flights in May from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 8 Chicago (ORD) San Diego (SAN) American Airlines $282
Earn $2.82
Return Sat, May 10 San Diego (SAN) Chicago (ORD) American Airlines

Lowest roundtrip airfare in May from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, May 6 Chicago (ORD) San Diego (SAN) American Airlines $282
Earn $2.82
Return Sat, May 10 San Diego (SAN) Chicago (ORD) American Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, May 28 Chicago (ORD) San Diego (SAN) Spirit Airlines $288
Earn $2.88
Return Wed, Jun 4 San Diego (SAN) Chicago (ORD) Spirit Airlines
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June

Cheapest weekend flights in June from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jun 7 Chicago (ORD) San Diego (SAN) Spirit Airlines $328
Earn $3.28
Return Mon, Jun 9 San Diego (SAN) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in June from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jun 14 Chicago (ORD) San Diego (SAN) Spirit Airlines $288
Earn $2.88
Return Wed, Jun 18 San Diego (SAN) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jun 4 Chicago (ORD) San Diego (SAN) Spirit Airlines $288
Earn $2.88
Return Wed, Jun 11 San Diego (SAN) Chicago (ORD) Spirit Airlines
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July

Cheapest weekend flights in July from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Jul 12 Chicago (ORD) San Diego (SAN) Spirit Airlines $368
Earn $3.68
Return Mon, Jul 14 San Diego (SAN) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in July from Chicago to San Diego

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 29 Chicago (ORD) San Diego (SAN) Spirit Airlines $288
Earn $2.88
Return Wed, Aug 6 San Diego (SAN) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jul 23 Chicago (ORD) San Diego (SAN) Spirit Airlines $288
Earn $2.88
Return Wed, Jul 30 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

    • 9 direct flights are operating from Chicago to San Diego today.
    • Today's average time for a direct flight is 4h 21m.
    • United Airlines flight 1267 (4:36 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Chicago to San Diego.
    • American Airlines flight 1339 (3:35 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 1339, Boeing 737-800 Passenger) takes 4h 20m.
    • Today's longest direct flight from Chicago to San Diego (United Airlines flight 709, Airbus Industrie A320) takes 4h 26m.
    • 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
Airbus Industrie A320 United Airlines, US Airways

Flight schedule for flights from Chicago to San Diego on Sun, Apr 20, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
US Airways/US Airways US602/US452 ORD 5:15 AM SAN 9:01 AM 321/752 5hr 46min
United Airlines/United Airlines UA1500/UA1563 ORD 5:30 AM SAN 10:47 AM 738/738 7hr 17min
American Airlines AA1565 ORD 8:45 AM SAN 10:55 AM 738 4hr 10min
Alaska Airlines AS1234 ORD 8:45 AM SAN 10:55 AM 738 4hr 10min
Delta Air Lines/Alaska Airlines DL5716/AS5495 MDW 6:45 AM SAN 11:03 AM E75/M90 6hr 18min
Delta Air Lines/Delta Air Lines DL5716/DL1687 MDW 6:45 AM SAN 11:03 AM E75/M90 6hr 18min
Delta Air Lines/Delta Air Lines DL2217/DL1687 ORD 6:55 AM SAN 11:03 AM 320/M90 6hr 8min
American Airlines/United Airlines AA1047/UA6325 ORD 6:50 AM SAN 11:19 AM M83/EM2 6hr 29min
American Airlines/US Airways AA1444/US683 ORD 7:05 AM SAN 11:31 AM M80/321 6hr 26min
US Airways/US Airways US424/US683 ORD 7:18 AM SAN 11:31 AM 321/321 6hr 13min
American Airlines/American Airlines AA2303/AA2273 ORD 6:45 AM SAN 12:00 PM M80/M80 7hr 15min
American Airlines/Alaska Airlines AA1047/AS6678 ORD 6:50 AM SAN 12:06 PM M83/CR7 7hr 16min
American Airlines/Delta Air Lines AA1047/DL4503 ORD 6:50 AM SAN 12:06 PM M83/CR7 7hr 16min