Flights from San Diego to Chicago from $215

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Flights Schedule Cheap Tickets Airlines Airports

Airfare Deals San Diego to Chicago

On HolidayPrice.com you will find 4 direct and 3 connecting flights from San Diego to Chicago at a price of from $215. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out SAN - CHI flight schedule to find best flight time, convenient departure and arrival airports.

Sun

The cost of airline tickets from San Diego to Chicago (United States) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Chicago.

You might be interested in this:

Cheap flights from San Diego
Cheap flights to Chicago
Airline tickets to United States

One way flight from San Diego to Chicago

Below are the prices of tickets for direct one-way flights from San Diego to Chicago. The cheapest flight from San Diego to Chicago starts from $215 – the departure date for this flight is 12 January 2025.

Sort by: Departure date Cheap flights Fast flights Direct flights

04.02.2025 Tuesday

from $45 Bookmyairtravel

Economy Found 2025-01-04

1 Stopover 7 hours 45 min

Find Flights

03.02.2025 Monday

from $49 Bookmyairtravel

Economy Found 2025-01-04

1 Stopover 15 hours 52 min

Find Flights

*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from San Diego to Chicago

You can buy a round-trip ticket from San Diego to Chicago (United States) and back using the table below. The best offer starts from $98, the flight dates are: there on 12 January 2025 year and back on 13 January 2025 year.

Sort by: Departure date Cheap flights Trip time Direct flights

Alaska Airlines AS 1199 Night flight

Departure 24.05.25 01:50, Sa

1 Stopover Trip 4 days

Return 28.05.25 00:35, We

Find Flights from $500

*Prices include: baggage, hand luggage, airline fees and charges.

Not found promotions and sales.

Flight Schedule San Diego to Chicago 2024

The current flight schedule for the route from San Diego to Chicago for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

More than 10 flights every day, from 3hours 50min. Local departure and arrival times are indicated.

06:25 → 12:25

Southwest Airlines WN770

SAN → MDW

Mo Tu We Th - - -

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06:30 → 12:30

Southwest Airlines WN770

SAN → MDW

- - - - - Sa -

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06:35 → 12:57

American Airlines AA518

SAN → ORD

- - - Th Fr - Su

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07:00 → 12:55

Southwest Airlines WN770

SAN → MDW

- - - - Fr - Su

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07:00 → 13:09

United Airlines UA797

SAN → ORD

Mo Tu We Th Fr Sa Su

Check price

08:00 → 14:14

American Airlines AA518

SAN → ORD

Mo Tu We - - Sa -

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08:00 → 21:21

United Airlines UA1898

SAN → ORD

Mo Tu We Th Fr Sa Su

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10:20 → 16:29

United Airlines UA714

SAN → ORD

Mo Tu We Th Fr Sa Su

Check price

13:25 → 19:35

American Airlines AA2131

SAN → ORD

Mo Tu We - - Sa -

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13:30 → 19:40

American Airlines AA2131

SAN → ORD

- - - Th Fr - Su

Check price

14:05 → 20:14

United Airlines UA1023

SAN → ORD

Mo Tu We Th Fr Sa Su

Check price

15:20 → 21:15

Southwest Airlines WN1167

SAN → MDW

- - - - - Sa -

Check price

Show all

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Chicago from San Diego takes 04:14 minutes (excluding transfers). The distance between San Diego and Chicago is 1728 miles (2782 kilometers). Planes depart from San Diego between 00:00 and 23:59. The fastest flight from the company United Airlines with flight number UA 1900. Flies for just 03:40 minutes with departure from San Diego and arrival in O'Hare.

Airlines

Direct flight

There are 4 airlines that fly directly from San Diego to Chicago. The most popular company carrying out non-stop flights is Southwest Airlines.

Southwest Airlines: WN 2324, WN 2392, WN 5383
United Airlines: UA 913, UA 794, UA 555
American Airlines: AA 956, AA 134, AA 2680
Spirit Airlines: NK 564, NK 356

*Flight number

Flights with Transfers

Flights with transfers from San Diego to Chicago can be bought from 3 airlines:

Southwest Airlines: Dallas, San Francisco, Las Vegas
United Airlines: Long Beach
American Airlines: Phoenix, Dallas

*Transit cities

Airports

Airports serving the air communication between San Diego and Chicago. You can fly to Chicago from 1 San Diego airports. Planes arrive at 2 airport in Chicago.

San Diego airports:

San Diego ~ 3 km* from $ 27

Chicago airports:

Chicago Midway ~ 14 km* from $ 44O'Hare ~ 25 km* from $ 48

*Distance from the airport to the city center

Aircraft

You can fly from San Diego to Chicago on board of 4 airlines that utilize 7 aircraft models.

Airbus A319
Airbus A320
Airbus A321

Boeing 737
Boeing 737-700
Boeing 737-800

Boeing 737-900

Connecting cities

The list of cities on transfer flights to Chicago from San Diego. The best options are to fly through: Dallas, San Francisco, Las Vegas, Denver, Sacramento, Long Beach, Phoenix, Baltimore, Kansas City, Indianapolis.

Dallas
San Francisco
Las Vegas
Denver
Sacramento

Long Beach
Phoenix
Baltimore
Kansas City
Indianapolis

Cheap airline tickets from San Diego to United States

Here is a list of flights from San Diego to United States purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

San Diego - New York UA 395 United Airlines Airbus A319

07:35 San Diego

in a way 4 hours 59 min Direct

12:34 Newark Liberty

Flights
from $66 11 January 2025

San Diego - Los Angeles AA 6062 American Airlines Embraer EMB 175

16:20 San Diego

in a way 0 hours 40 min Direct

17:00 Los Angeles

Flights
from $37 16 January 2025

San Diego - Miami AA 1209 American Airlines Boeing 737-800

07:15 San Diego

in a way 4 hours 45 min Direct

12:00 Miami

Flights
from $62 16 January 2025

San Diego - Chicago UA 1900 United Airlines Airbus A320

00:20 San Diego

in a way 3 hours 40 min Direct

04:00 O'Hare

Flights
from $215 12 January 2025

San Diego - San Francisco UA 1001 United Airlines Boeing 737

03:50 San Diego

in a way 1 hours 10 min Direct

05:00 San Francisco

Flights
from $21 16 January 2025

All flights from San Diego

Flights from United States to Chicago

Here are the cheapest flight bookings from United States to Chicago made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Chicago UA 761 United Airlines Boeing 737-800

13:00 LaGuardia

in a way 2 hours 0 min Direct

15:00 O'Hare

Flights
from $25 12 January 2025

Los Angeles - Chicago UA 910 United Airlines Boeing 737-800

10:23 Los Angeles

in a way 3 hours 37 min Direct

14:00 O'Hare

Flights
from $37 16 January 2025

Miami - Chicago AA 2796 American Airlines Boeing 767-300

17:05 Miami

in a way 2 hours 55 min Direct

20:00 O'Hare

Flights
from $27 16 January 2025

San Francisco - Chicago UA 1800 United Airlines Airbus A319

04:15 San Francisco

in a way 3 hours 45 min Direct

08:00 O'Hare

Flights
from $62 16 January 2025

Boston - Chicago UA 789 United Airlines Boeing 737-900

02:44 Boston RT128 Railway

in a way 2 hours 16 min Direct

05:00 O'Hare

Flights
from $30 16 January 2025

All flights to Chicago

Tips for buying a ticket

San Diego – Chicago – San Diego round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from San Diego to Chicago — Chicago city

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