Search Flights from San Diego to Chicago

Quick Flight Summary from San Diego to Chicago

Key numbers to know before you book

  • Lowest recent price
    $ 170
  • Direct flight duration 6 hour 48 min
  • Arrival airports RFD / GYY / CGX / MDW / ORD
  • Best days to book Wednesday, Saturday
  • Average over the last 30 days
    $ 177

Cheapest flights from San Diego to Chicago

Best Price

Delta Air Lines

Delta Air Lines
11 Sep, Fri06:15
San Diego – Chicago
7h 58m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
12 Sep, Sat10:54
San Diego – Chicago
8h 36m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
13 Sep, Sun22:20
San Diego – Chicago
7h 36m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
15 Sep, Tue15:00
San Diego – Chicago
6h 31m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
3 Oct, Sat14:00
San Diego – Chicago
7h 59m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
21 Sep, Mon22:20
San Diego – Chicago
7h 36m
1 stop
SANORD

Delta Air Lines

Delta Air Lines
9 Sep, Wed11:30
San Diego – Chicago
7h
1 stop
SANORD
Cheapest Direct Flight

Alaska Airlines

Alaska Airlines
24 Sep, Thu17:45
San Diego – Chicago
4h 14m
Non-stop
SANORD

Delta Air Lines

Delta Air Lines
29 Aug, Sat06:15
San Diego – Chicago
8h 36m
1 stop
SANORD

Last update: 19 August 2026 00:25

Estimated Prices for San Diego to Chicago Flights

Cheapest Day9 September Wednesday
Best Price
$ 116
Average Price
$ 171
$ 194
$ 116
$ 166
18Tue
Aug
19Wed
$ 194
20Thu
$ 194
21Fri
$ 166
22Sat
23Sun
$ 194
24Mon
$ 166
25Tue
26Wed
$ 194
27Thu
28Fri
29Sat
30Sun
31Mon
01Tue
Sep
02Wed
03Thu
04Fri
05Sat
06Sun
$ 149
07Mon
08Tue
$ 116
09Wed
10Thu
11Fri
12Sat
13Sun
14Mon
15Tue
16Wed

Key Features of the Airlines

Information compiled by AI. For the most up-to-date information, contact the airline.

Transportation to Airport from San Diego City Center

San Diego Intl. Airport

San Diego International Airport is located 5 kilometres from the city centre, which is approximately a 10-minute drive. You can choose a variety of transportation options, including the metrobus and taxi.

Taxi

Taxis are the most commonly used mode of transportation to and from the airport. You can reach your hotel, the city centre, or any other destination comfortably by using a taxi. Taxi fares for travel to nearby neighbourhoods are generally low, however, it is important to keep in mind that taxi drivers receive a tip of up to 15%.

Metrobus

The metrobus, which is commonly referred to as ‘The Flyer’, can take you to the airport from specific bus stations in the city centre. There is also sufficient luggage space available in the metrobus. This is an easy and cheap mode of transportation.  

Shuttle Services

The shuttle service is another mode of transportation for those planning to travel to the airport from the city centre. If you want to get around the problem of transportation in a comfortable way, the shuttle service is an option to consider.   

Private Vehicle

Using your private vehicle is another option. The airport is located along Interstate 5 (I-5). You can drive to the airport by taking the State Route 163 (SR 163), the Interstate 8 (I-8), the I-15, and then by following directions. You can also park your vehicle at the airport’s car park area, but do note that car park fees are charged by the number of hours, days, and months.

Airport Information

There are many ways to spend your time at San Diego International Airport. You can purchase gifts at reasonable prices for those you care about at the Duty Free Americas, Gaslamp MarketPlace, InMotion Entertainment, and other stores inside the Terminal 2 building.

You can consider eating and drinking at the likes of Urban Crave, Tommy V's Pizzeria, and Starbucks. If you have time to spare before your flight, you can take advantage and relax at the spa saloon inside the terminal building.  

Transportation to Chicago City Center from Airport

Chicago Rockford Intl. Airport

Chicago Rockford International Airport is located in Winnebago County, 137 km northwest of Chicago. The airport serves Chicago as well as Rockford and the surrounding areas. The airport is served by three low-cost airlines, Allegiant Air, Apple Vacations, and Elite Airways. You can get to the city center from the airport by taxi, bus, and rental car.

Taxi

Taxis are the most convenient transportation alternative to get to the city center from Chicago Rockford International Airport. Taxis fares are calculated based on the kilometers traveled. Taxi companies that you can choose from include Action Taxi, Speedee Taxi and Jack’s Transportation Taxi.

Bus

Another method of transportation to get to the city center from Chicago Rockford International Airport is by bus. Buses are a more affordable option compared to taxis. The Rockford Mass Transit District buses provide transportation to the city center. Buses operate every day except for Sundays and they are accessible next to the terminal building.

Rental Car

Renting a car is one of the most comfortable ways to get to the city center from the airport. There are various rental car offices located at the airport. Rental car companies that you can choose from include Avis, Hertz, National, Alamo and Enterprise. If you are traveling between multiple places make sure to specify your vehicle pick up and drop off location when making a reservation.

Limousine

There are limousine services that provide door-to-door transportation from the airport to the city center, and vice versa. You have to book this service in advance. Limousine companies that you can choose from include Fantasy, D&E, A Touch, AAA Quality, Black Cadillac, Chicago Limo, Classic Limousine, Park Avenue, Party Transit, Stretch and Y Drive.


Gary International Airport

Gary/Chicago International Airport is located in Lake County, Indiana, 40 km from Chicago’s city center. Currently the airport only operates charter air service and cargo services however commercial service should be available in the future. You can get to the city center from the airport by train, bus, taxi, rental car, and personal car.

Taxi

The fastest and most comfortable transportation alternative to get to the city center from Gary/Chicago International Airport is by taxi. Taxis are available at the terminal exit. Taxi fares are based on the kilometers traveled. Taxi companies that you can choose from include All Around Taxi and Classic Taxi.

Bus

Another method of transportation to get to the city center from Gary/Chicago International Airport is by bus. Buses are a more affordable transportation alternative compared to taxis. You can use the Gary Public Transportation Corporation buses. For more information on bus lines and routes visit Gary/Chicago Airport’s website.

Train

Taking the train is another convenient transportation alternative to get to the city center from Gary/Chicago International Airport. The South Shore Railroad provides transportation between the airport and downtown Chicago. For more information regarding the train schedule and fares you can visit the airport’s website.

Rental Car

There are various rental car companies located at the terminal building. Renting a car from Gary/Chicago International Airport is a very convenient way to get to the city center, and explore the city during your trip. Rental car companies that you can choose from include Enterprise and Hertz. If you are traveling between multiple places make sure to specify your vehicle pick up and drop off location when making a reservation.

Airport Information

Gary/Chicago International Airport is located in Lake County Indiana, 40 km from downtown Chicago. The airport contains one terminal and currently only serves charter flights and cargo air services. The airport contains health services, rental car offices, a lost and found, and various eating and drinking venues. There are also shopping areas nearby.


Chicago Midway Intl. Airport

Chicago Midway International Airport is located 13 km from the city center. The airport is dominated by Southwest Airlines but also serves other airlines as well. You can get to the city center from the airport by personal car, rental car, taxi, bus, and train. 

Taxi

The fastest and most comfortable transportation alternative to get to the city center from Midway Internatoinal Airport is by taxi. Taxi fares are calculated based on the kilometers traveled. 

Bus

Another method of transportation you can use to get to the city center from Midway International Airport is by bus. Buses are more affordable than taxis and are accessible from the main terminal building. Pace Buses provide transportation between the airport and the city center, running along 7 different routes. The route you need to take will depend on your destination in the city. You can get more information on each bus route by visit Midway International Airport’s website. 

Train

The Chicago Transit Authority (CTA) Orange Line train provides transportation between Midway International Airport and downtown Chicago. For more information regarding this train line you can visit the CTA’s website or Midway International Airport’s website. During off hours CTA buses are available.

Rental Car

There are various rental car companies located at the airport. Renting a car at Midway International Airport is a convenient way to get to the city. Rental car companies that you can choose from include Alamo, Avis, Budget, Dollar, Enterprise, Hertz, National, Thrifty and Rent A Wreck. If you are traveling between multiple places make sure to specify your vehicle pick up and drop off location when making a reservation.


O'Hare Intl. Airport

Located 27 km from the city center, you can get to the city center from O’Hare International Airport by taxi, bus, metra, rental car, and personal car. O’Hare International Airport is the main international airport serving the city and it is among one of the busiest airports in the world. 

Metra

Chicago’s Metra is a commuter railroad that operates throughout the city. The North Central Service runs from the O’Hare Transfer station to various parts of the city. The Metra operates every day of the week, running more frequently during peak hours in the morning and evening and less frequently in the middle of the day. Stops along the North Central Service include, Antioch, Wheeling, Lake Villa, Prospect Heights, Round Lake Beach, O'Hare Transfer Station, Washington St./Grayslake, Rosemont, Prairie Crossing/Libertyville, Schiller Park, Mundelien, Belmont Ave./Franklin Park, Vernon Hills, River Grove, Prairie View, Western Ave, Buffalo Grove, and Union Station.

Taxi

One of the fastest and most comfortable methods of transportation to get to the city center from the airport is by taxi. Taxi stands are located in front of each terminal exit. Taxi fares are calculated based on the kilometers traveled and are an affordable option. You can find out more about specific taxi companies and their contact information by visiting the airport’s website.

Bus

Another easy transportation alternative to get to the city center is by bus. Pace buses are located in the main parking area. You can easily access the buses by using the inter-terminal shuttles. Pace buses provide transportation to various parts of the city. There are also regional buses that provide transportation to areas outside of the city center. Regional buses that you can choose from include Act II Transportation, Coach USA/Tri-State/United Limo, Illini Shuttle, PCC/Peoria Charter Coach, and Express Air Coach.

Rental Car

There are various rental car companies located at the airport that provide free shuttle service to and from the terminal building and the rental car area. Renting a car is a great transportation alternative to get to the city center. It is also an ideal method of transportation to explore the city during your trip. Rental car companies that you can choose from include Ace, Advantage, Alamo, Avis, Budget, Dollar, Enterprise, Firefly, Hertz, National, Payless and Thrifty. If you are traveling between multiple places make sure to specify your vehicle pick up and drop off location when making a reservation.

Chicago Weather

5-Day Forecast • Min / Max Temperature

Monday
17 Aug
Cloudy
23°18°
Tuesday
18 Aug
Clear
26°17°
Today
Wednesday
19 Aug
Cloudy
24°17°
Thursday
20 Aug
Cloudy
25°19°
Friday
21 Aug
Cloudy
28°18°

Alternative Flights San Diego Chicago

Flights with Alternative Departure Locations San Diego Chicago

Frequently Asked Questions

When you search for San Diego-Chicago flights, Wingie directly gathers and compares instant data from all airlines. You can see all San Diego-Chicago flights together for the date you are looking for and choose the most suitable flight.
For San Diego-Chicago flights, you can use San Diego Intl. Airport, McClellan Palomar Airport, Marine Corps Miramar Airport, NAS North Island Airport as departure airport, and Chicago Rockford Intl. Airport, Gary International Airport, Merrill C Meigs Airport, Chicago Midway Intl. Airport, O'Hare Intl. Airport for arrival.
The flight distance between San Diego-Chicago is 2788 kilometers in total. The flight between the two cities takes 3 hour 30 minutes.
When the average prices are examined, the most suitable day for San Diego-Chicago flights is Tuesday.
On this route, low-cost airlines typically offer fares that include only cabin and hand baggage. Full-service airlines may include baggage and refreshment fees in the base price. The best option varies according to baggage needs. Based on current data, the lowest fare on this route with Delta Air Lines starts from approximately $ 116.
AirlinePriceStandard inclusions
Delta Air Lines
$ 116
1 piece cabin baggage / Paid Change (up to 48 hours) / No Refund / Complimentary Refreshments / In-flight Entertainment
Alaska Airlines
$ 149
Partial Refund

Last update: 11.08.2026

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