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 $41. 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.

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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.

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 $ 41 – the departure date for this flight is 28 October 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
11.11.2021 Thursday
from $ 45 Mytrip.com
Economy Found 2021-10-03
Nonstop 3 hours 57 min
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11.11.2021 Thursday
from $ 53 Mytrip.com
Economy Found 2021-10-03
1 Stopover 10 hours 0 min
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20.11.2021 Saturday
from $ 77 Gotogate
Economy Found 2021-10-01
1 Stopover 11 hours 32 min
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19.11.2021 Friday
from $ 80 Kiwi.com
Economy Found 2021-10-01
1 Stopover 22 hours 7 min
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26.11.2021 Friday
from $ 97 Gotogate
Economy Found 2021-10-01
1 Stopover 11 hours 32 min
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11.11.2021 Thursday
from $ 125 SuperSaver
Economy Found 2021-10-03
2 Stopovers 18 hours 47 min
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20.11.2021 Saturday
from $ 126 Kiwi.com
Economy Found 2021-10-01
2 Stopovers 9 hours 7 min
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26.11.2021 Friday
from $ 132 Kiwi.com
Economy Found 2021-10-01
Nonstop 4 hours 15 min
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20.11.2021 Saturday
from $ 147 MyHolidays
Economy Found 2021-10-01
Nonstop 3 hours 51 min
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19.11.2021 Friday
from $ 167 MyHolidays
Economy Found 2021-10-01
Nonstop 3 hours 51 min
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19.11.2021 Friday
from $ 175 Kiwi.com
Economy Found 2021-10-01
2 Stopovers 14 hours 16 min
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26.11.2021 Friday
from $ 181 FlyFar
Economy Found 2021-10-01
2 Stopovers 20 hours 14 min
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11.11.2021 Thursday
from $ 191 Aviakassa
Economy Found 2021-10-03
3 Stopovers 58 hours 6 min
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19.11.2021 Friday
from $ 205 Kissandfly
Economy Found 2021-10-01
3 Stopovers 44 hours 19 min
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26.11.2021 Friday
from $ 254 FlyFar
Economy Found 2021-10-01
3 Stopovers 19 hours 59 min
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20.11.2021 Saturday
from $ 453 Kissandfly
Economy Found 2021-10-01
3 Stopovers 33 hours 10 min
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*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 $ 82, the flight dates are: there on 25 October 2021 year and back on 30 October 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
United Airlines UA 2478 Morning flight
Departure 26.10.21 05:29, Tu
1 Stopover Trip 4 days
Return 30.10.21 14:21, Sa
American Airlines AA 1543 Day flight
Departure 06.11.21 14:00, Sa
Direct Trip 8 days
Return 14.11.21 02:11, Su
Spirit Airlines NK 260 Evening flight
Departure 13.10.21 19:51, We
1 Stopover Trip 16 days
Return 29.10.21 18:32, Fr
United Airlines UA 2478 Morning flight
Departure 13.10.21 05:29, We
Direct Trip 7 days
Return 20.10.21 00:58, We
Spirit Airlines NK 564 Night flight
Departure 13.11.21 00:46, Sa
Direct Trip 3 days
Return 15.11.21 19:32, Mo
Spirit Airlines NK 564 Evening flight
Departure 07.10.21 23:46, Th
Direct Trip 7 days
Return 14.10.21 18:32, Th
American Airlines AA 518 Day flight
Departure 09.10.21 13:15, Sa
1 Stopover Trip 7 days
Return 16.10.21 17:22, Sa
Spirit Airlines NK 564 Evening flight
Departure 08.10.21 23:46, Fr
Direct Trip 3 days
Return 11.10.21 18:32, Mo
Spirit Airlines NK 564 Evening flight
Departure 15.10.21 23:46, Fr
1 Stopover Trip 2 days
Return 18.10.21 02:31, Mo
Spirit Airlines NK 564 Evening flight
Departure 14.10.21 23:46, Th
1 Stopover Trip 3 days
Return 18.10.21 02:31, Mo
Spirit Airlines NK 260 Evening flight
Departure 20.11.21 19:27, Sa
1 Stopover Trip 3 days
Return 24.11.21 03:22, We
Spirit Airlines NK 260 Evening flight
Departure 26.11.21 19:27, Fr
1 Stopover Trip 3 days
Return 30.11.21 03:22, Tu
Frontier Airlines F9 552 Evening flight
Departure 19.11.21 21:12, Fr
1 Stopover Trip 3 days
Return 22.11.21 17:18, Mo
American Airlines AA 1543 Morning flight
Departure 12.10.21 05:59, Tu
Direct Trip 15 days
Return 27.10.21 00:58, We
Frontier Airlines F9 2946 Day flight
Departure 13.01.22 14:15, Th
1 Stopover Trip 9 days
Return 22.01.22 03:22, Sa
Frontier Airlines F9 2946 Day flight
Departure 27.11.21 16:09, Sa
1 Stopover Trip 3 days
Return 30.11.21 16:22, Tu
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule San Diego to Chicago 2021

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 12 flights every day, from 3hours 50min. Local departure and arrival times are indicated.
06:1512:44
American Airlines AA518 American Airlines AA518
SAN → ORD
Mo Tu We Th Fr Sa Su
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06:1512:44
Alaska Airlines AS6050 Alaska Airlines AS6050
SAN → ORD
Mo Tu We Th Fr Sa Su
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06:3023:45
Southwest Airlines WN3961 Southwest Airlines WN3961
SAN → MDW
- - - - - Sa -
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06:3512:45
Southwest Airlines WN2016 Southwest Airlines WN2016
SAN → MDW
Mo - - Th Fr - Su
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06:4012:50
Southwest Airlines WN2565 Southwest Airlines WN2565
SAN → MDW
- - - - - Sa -
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07:0013:00
Southwest Airlines WN775 Southwest Airlines WN775
SAN → MDW
- Tu We - - - -
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08:5615:20
American Airlines AA2745 American Airlines AA2745
SAN → ORD
Mo Tu We Th Fr Sa Su
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08:5615:20
Alaska Airlines AS4093 Alaska Airlines AS4093
SAN → ORD
Mo Tu We Th Fr Sa Su
Check price
09:4517:20
Southwest Airlines WN383 Southwest Airlines WN383
SAN → MDW
Mo - - Th Fr - -
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09:5017:25
Southwest Airlines WN2504 Southwest Airlines WN2504
SAN → MDW
- Tu We - - - -
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11:0617:10
United Airlines UA1924 United Airlines UA1924
SAN → ORD
Mo Tu We Th Fr Sa Su
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11:2017:15
Southwest Airlines WN839 Southwest Airlines WN839
SAN → MDW
Mo - - Th Fr - -
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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.

time

Average flight time

04:14 min

distance

Distance

1728 mi

The earliest flight

The earliest flight

00:00

The latest flight

The latest flight

23:59

Airplane

The fastest flight

03:40

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.

*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.

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 $ 41
15 October 2021
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 $ 27
08 December 2021
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 $ 97
15 October 2021
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 $ 41
28 October 2021
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 $ 54
04 November 2021

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 $ 32
03 November 2021
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 $ 27
03 November 2021
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 $ 21
23 October 2021
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 $ 54
07 December 2021
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 $ 46
27 October 2021

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

To start searching for tickets, Specify dates.

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