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Fares from $18 One Way, $35 Round Trip from San Diego County to Chicago

Prices starting at $35 for return flights and $18 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from San Diego County

Route Information for Flights from San Diego County to Chicago

Origin Airport IATA CodeSAN
Destination Airport IATA CodeCHI
Distance1720 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Air Canada, LOT - Polish Airlines, Aer Lingus, Austrian, SWISS, United Airlines, Alaska Airlines, SAS, Iberia, Lufthansa, Spirit Airlines, British Airways, Gulf Air
Earliest Flight Arrival7:31PM UTC
Latest Flight Arrival12:34AM UTC

Flights Review

Feb 28, 2020

Arrived early!

Feb 13, 2020

The flight was uneventful...a good thing; the service was ordinary, the seat room was minimal, was given a middle seat instead of the window I reserved but the agent did give me one when I requested out.

Jan 21, 2020

Trulygreat Stewards and stewardesses

Jan 13, 2020

My bag made it to my destination on an earlier flight, so it would’ve been nice to have been notified it was being held so I didn’t waste time waiting for it not to show up on the carousel.

Jan 7, 2020

We were traveling with a 91 year old in a wheelchair. AA was very attentive.

Jan 1, 2020

Long wait for de-icing.

Nov 21, 2019

All good, flight attendants could have been a little nicer though.

Nov 9, 2019

Seat cushions were very hard

Oct 31, 2019

Having to pay for seats in order to sit together is really lowlife.

Oct 15, 2019

My flight to San Diego was not as comfortable as my flight from San Diego to Chicago. On my flight to Chicago the plane was more modern, seats were comfortable even with me being in the middle (still felt like there was more room), and each seat had a tablet with great entertainment to select from. Also, the ride itself felt smoother. Take off and landing was very pleasant. Great job to the pilot!

Finding Flights from San Diego to Chicago

San Diego's Airport

Orbitz.com can help you find cheap flights from San Diego for your next trip. San Diego International Airport, also known as Lindbergh Field, is located on San Diego Bay, three miles from downtown. The airport is the busiest single-runway airport in the United States. Domestic and international flights are provided by 20 different airlines, including JetBlue, Delta, Southwest, United and US Airways.

Airport Parking Information

The San Diego International Airport offers both hourly and long-term parking spaces. Short-term parking is offered at $4 per hour and long-term parking costs between $11 and $28 per day. You can park your car for up to 30 days. Be aware that curbside parking is never permitted at San Diego International Airport.

Ground Transportation Information

If you would prefer not to leave your car at the airport, metered taxis are available to transport you to the airport. Taxi fares are approximately $2.20 for the first 1/10 mile and $2.30 for each additional mile. San Diego also has a bus system, with a fare of $2.50-$5.00. Not only can Orbitz.com help you plan your discount air travel, it can also help you plan your ground transportation.

San Diego Airport Restaurants

There are many restaurant options available at the San Diego International Airport. You can grab a bite to eat at Chili's To Go, Starbucks, McDonald's or many other restaurants while waiting for your flight. There is also an NFL Bar. There is a variety of shops where you can purchase anything from books to cell phones. Keep checking Orbitz.com for cheap flights from San Diego.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from San Diego County to Chicago - Frequently Asked Questions

Are there non-stop flights from San Diego County to Chicago?

Yep, your amazing getaway is just a simple flight away. Excellent news, isn't it? Travel in comfort with one of the 3 carriers that fly direct from San Diego, CA Airport (SAN-San Diego Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.). Popular choices include:

  • United Airlines
  • American Airlines
  • Spirit Airlines
What is the shortest flight from San Diego County to Chicago?

The quickest flight time from San Diego, CA Airport (SAN-San Diego Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.) is 3 hours and 54 minutes, which gives you ample time to enjoy a beverage or get engrossed in a book.

What airlines fly from San Diego County to Chicago most frequently?

Consider booking a ticket with United Airlines (UA), which flies frequently along this route. This airline offers 101 flights every month between San Diego, CA Airport (SAN-San Diego Intl.) and Chicago, IL Airport (ORD-O'Hare Intl.). If you can't find the right flight there, have a look at the airfares with American Airlines (AA). This carrier is a fantastic alternative and has 81 flights between San Diego County and Chicago monthly.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.