Airfare Deals Chicago to San Diego

On HolidayPrice.com you will find 4 direct and 3 connecting flights from Chicago to San Diego at a price of from $43. 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 CHI - SAN flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Chicago to San Diego (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 San Diego.

One way flight from Chicago to San Diego

Below are the prices of tickets for direct one-way flights from Chicago to San Diego. The cheapest flight from Chicago to San Diego starts from $ 43 – the departure date for this flight is 01 September 2021.

Sort by: Departure dateCheap flightsFast flightsDirect flights
27.08.2021 Friday
from $ 117 Trip.com
Economy Found 2021-07-20
1 Stopover 11 hours 21 min
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27.08.2021 Friday
from $ 124 JustFly
Economy Found 2021-07-18
1 Stopover 11 hours 21 min
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26.08.2021 Thursday
from $ 146 Trip.com
Economy Found 2021-07-19
1 Stopover 20 hours 36 min
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31.08.2021 Tuesday
from $ 172 Trip.com
Economy Found 2021-07-19
1 Stopover 17 hours 36 min
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20.08.2021 Friday
from $ 180 Lucky2Go
Economy Found 2021-07-17
1 Stopover 11 hours 5 min
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21.08.2021 Saturday
from $ 181 Gotogate
Economy Found 2021-07-21
1 Stopover 11 hours 21 min
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17.08.2021 Tuesday
from $ 184 Trip.com
Economy Found 2021-07-20
1 Stopover 22 hours 15 min
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07.08.2021 Saturday
from $ 200 JustFly
Economy Found 2021-07-18
1 Stopover 17 hours 36 min
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06.08.2021 Friday
from $ 208 Trip.com
Economy Found yesterday
1 Stopover 23 hours 21 min
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17.08.2021 Tuesday
from $ 219 Trip.com
Economy Found yesterday
1 Stopover 21 hours 11 min
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16.08.2021 Monday
from $ 222 Gotogate
Economy Found 2021-07-21
1 Stopover 11 hours 17 min
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20.08.2021 Friday
from $ 223 Trip.com
Economy Found yesterday
1 Stopover 11 hours 13 min
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06.08.2021 Friday
from $ 225 Trip.com
Economy Found 2021-07-18
1 Stopover 22 hours 21 min
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09.08.2021 Monday
from $ 232 MyHolidays
Economy Found 2021-07-21
1 Stopover 18 hours 52 min
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13.08.2021 Friday
from $ 238 Kiwi.com
Economy Found yesterday
1 Stopover 23 hours 3 min
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16.08.2021 Monday
from $ 247 Thefaremasters.com
Economy Found yesterday
1 Stopover 11 hours 17 min
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05.08.2021 Thursday
from $ 249 FlyFar
Economy Found 2021-07-21
1 Stopover 15 hours 52 min
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02.08.2021 Monday
from $ 252 Trip.com
Economy Found 2021-07-21
1 Stopover 13 hours 49 min
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06.08.2021 Friday
from $ 286 SmartFares
Economy Found 2021-07-18
1 Stopover 31 hours 38 min
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03.08.2021 Tuesday
from $ 287 Kiwi.com
Economy Found today
1 Stopover 30 hours 24 min
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20.08.2021 Friday
from $ 297 Trip.com
Economy Found yesterday
1 Stopover 14 hours 21 min
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01.08.2021 Sunday
from $ 300 Kiwi.com
Economy Found 2 days
1 Stopover 23 hours 55 min
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01.08.2021 Sunday
from $ 336 Kissandfly
Economy Found 2021-07-18
1 Stopover 23 hours 10 min
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01.08.2021 Sunday
from $ 398 SmartFares
Economy Found today
1 Stopover 31 hours 51 min
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*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to San Diego

You can buy a round-trip ticket from Chicago to San Diego (United States) and back using the table below. The best offer starts from $ 117, the flight dates are: there on 27 August 2021 year and back on 31 August 2021 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Spirit Airlines NK 563 Evening flight
Departure 27.08.21 21:02, Fr
1 Stopover Trip 4 days
Return 01.09.21 04:28, We
Spirit Airlines NK 1234 Day flight
Departure 26.08.21 13:50, Th
1 Stopover Trip 3 days
Return 29.08.21 04:28, Su
American Airlines AA 1168 Evening flight
Departure 10.09.21 20:24, Fr
Direct Trip 2 days
Return 13.09.21 05:15, Mo
United Airlines UA 2066 Day flight
Departure 16.09.21 12:40, Th
Direct Trip 5 days
Return 21.09.21 05:59, Tu
United Airlines UA 2066 Day flight
Departure 28.10.21 12:40, Th
Direct Trip 5 days
Return 02.11.21 05:40, Tu
Spirit Airlines NK 1234 Day flight
Departure 31.08.21 13:50, Tu
1 Stopover Trip 4 days
Return 04.09.21 02:26, Sa
United Airlines UA 2352 Morning flight
Departure 06.11.21 10:25, Sa
1 Stopover Trip 9 days
Return 15.11.21 06:45, Mo
United Airlines UA 2066 Day flight
Departure 20.08.21 12:40, Fr
1 Stopover Trip 5 days
Return 25.08.21 04:28, We
Spirit Airlines NK 563 Evening flight
Departure 21.08.21 21:02, Sa
1 Stopover Trip 2 days
Return 24.08.21 04:28, Tu
American Airlines AA 2847 Morning flight
Departure 05.11.21 10:00, Fr
1 Stopover Trip 4 days
Return 09.11.21 06:40, Tu
American Airlines AA 1244 Night flight
Departure 02.11.21 01:45, Tu
Direct Trip 3 days
Return 04.11.21 19:42, Th
Spirit Airlines NK 1234 Day flight
Departure 17.08.21 13:50, Tu
1 Stopover Trip 2 days
Return 20.08.21 01:40, Fr
Spirit Airlines NK 563 Evening flight
Departure 15.09.21 21:02, We
1 Stopover Trip 4 days
Return 20.09.21 01:37, Mo
Spirit Airlines NK 563 Evening flight
Departure 14.10.21 18:32, Th
Direct Trip 3 days
Return 17.10.21 23:46, Su
Spirit Airlines NK 1234 Day flight
Departure 07.08.21 13:50, Sa
1 Stopover Trip 3 days
Return 10.08.21 02:02, Tu
Spirit Airlines NK 563 Evening flight
Departure 11.11.21 19:32, Th
Direct Trip 11 hours
Return 12.11.21 06:45, Fr
Spirit Airlines NK 3831 Evening flight
Departure 08.12.21 23:00, We
Direct Trip 4 days
Return 12.12.21 16:00, Su
Spirit Airlines NK 563 Evening flight
Departure 03.09.21 21:02, Fr
1 Stopover Trip 4 days
Return 08.09.21 04:28, We
Spirit Airlines NK 1234 Day flight
Departure 06.08.21 13:50, Fr
1 Stopover Trip 15 days
Return 22.08.21 00:33, Su
Spirit Airlines NK 563 Evening flight
Departure 07.10.21 18:32, Th
Direct Trip 3 days
Return 11.10.21 05:45, Mo
Spirit Airlines NK 563 Evening flight
Departure 16.08.21 20:52, Mo
1 Stopover Trip 10 days
Return 27.08.21 04:28, Fr
Southwest Airlines WN 5594 Evening flight
Departure 09.08.21 19:10, Mo
1 Stopover Trip 1 day
Return 11.08.21 01:33, We
Frontier Airlines F9 1419 Night flight
Departure 14.08.21 01:02, Sa
1 Stopover Trip 3 days
Return 17.08.21 02:02, Tu
Spirit Airlines NK 903 Day flight
Departure 05.08.21 11:10, Th
1 Stopover Trip 5 days
Return 10.08.21 02:02, Tu
United Airlines UA 2421 Evening flight
Departure 02.08.21 18:00, Mo
1 Stopover Trip 2 days
Return 05.08.21 00:33, Th
Spirit Airlines NK 563 Evening flight
Departure 26.07.21 20:52, Mo
Direct Trip 8 hours
Return 27.07.21 05:15, Tu
Spirit Airlines NK 563 Evening flight
Departure 28.07.21 20:52, We
Direct Trip 3 days
Return 01.08.21 02:02, Su
Frontier Airlines F9 1419 Night flight
Departure 04.08.21 01:02, We
1 Stopover Trip 3 days
Return 07.08.21 02:02, Sa
American Airlines AA 2488 Evening flight
Departure 24.07.21 19:07, Sa
1 Stopover Trip 3 days
Return 28.07.21 01:33, We
Allegiant Air G4 226 Night flight
Departure 02.08.21 03:17, Mo
1 Stopover Trip 8 days
Return 09.08.21 21:35, Mo
American Airlines AA 542 Evening flight
Departure 27.07.21 18:17, Tu
1 Stopover Trip 3 days
Return 31.07.21 02:02, Sa
Frontier Airlines F9 411 Day flight
Departure 25.07.21 13:25, Su
1 Stopover Trip 3 days
Return 28.07.21 01:33, We
American Airlines AA 2611 Night flight
Departure 13.03.22 04:15, Su
1 Stopover Trip 4 days
Return 17.03.22 05:45, Th
Spirit Airlines NK 563 Evening flight
Departure 23.07.21 20:52, Fr
1 Stopover Trip 4 days
Return 28.07.21 04:28, We
*Prices include: baggage, hand luggage, airline fees and charges.

Flight Schedule Chicago to San Diego 2021

The current flight schedule for the route from Chicago to San Diego 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 13 flights every day, from 4hours 5min. Local departure and arrival times are indicated.
06:2515:55
Southwest Airlines WN4889 Southwest Airlines WN4889
MDW → SAN
- Tu We - - - -
Check price
06:4008:45
Southwest Airlines WN5442 Southwest Airlines WN5442
MDW → SAN
- - - - - - Su
Check price
06:4508:50
Southwest Airlines WN1493 Southwest Airlines WN1493
MDW → SAN
- Tu We - - - -
Check price
07:4510:02
American Airlines AA1152 American Airlines AA1152
ORD → SAN
Mo Tu We Th Fr Sa Su
Check price
07:4510:02
Alaska Airlines AS6127 Alaska Airlines AS6127
ORD → SAN
Mo Tu We Th Fr Sa Su
Check price
08:2516:40
Southwest Airlines WN4744 Southwest Airlines WN4744
MDW → SAN
- - - - - - Su
Check price
08:4014:25
Southwest Airlines WN3131 Southwest Airlines WN3131
MDW → SAN
- Tu We - - - -
Check price
08:4513:20
Southwest Airlines WN1443 Southwest Airlines WN1443
MDW → SAN
Mo - - Th Fr - -
Check price
09:0011:22
United Airlines UA2037 United Airlines UA2037
ORD → SAN
Mo Tu We Th Fr Sa Su
Check price
09:0011:05
Southwest Airlines WN5345 Southwest Airlines WN5345
MDW → SAN
- - - - - Sa -
Check price
09:1515:00
Southwest Airlines WN561 Southwest Airlines WN561
ORD → SAN
Mo - - Th Fr - -
Check price
11:0018:35
Southwest Airlines WN2173 Southwest Airlines WN2173
MDW → SAN
Mo - - Th Fr - -
Check price
Show all

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

Flight Information

Flying to San Diego from Chicago takes 04:14 minutes (excluding transfers). The distance between Chicago and San Diego is 1728 miles (2782 kilometers). Planes depart from Chicago between 00:00 and 23:50. The fastest flight from the company Southwest Airlines with flight number WN 1137. Flies for just 04:00 minutes with departure from Chicago Midway and arrival in San Diego.

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

23:50

Airplane

The fastest flight

04:00

Airlines

Direct flight

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

*Flight number

Flights with Transfers

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

  • Southwest Airlines: Denver, Las Vegas
  • United Airlines: Long Beach
  • American Airlines: Long Beach, Tulsa, Las Vegas

*Transit cities

Airports

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

Chicago airports:

Chicago Midway  ~ 14 km* from $ 59O'Hare  ~ 25 km* from $ 31

San Diego airports:

San Diego  ~ 3 km* from $ 26

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to San Diego 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 San Diego from Chicago. The best options are to fly through: Denver, Long Beach, Las Vegas, Tulsa.

Cheap airline tickets from Chicago to United States

Here is a list of flights from Chicago 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.

Chicago - New York AA 2382 American Airlines Boeing 737-800
01:13 O'Hare
in a way 1 hours 47 min Direct
03:00 Newark Liberty
Flights
from $ 34
26 August 2021
Chicago - Los Angeles AA 2744 American Airlines Airbus A321
20:03 O'Hare
in a way 3 hours 57 min Direct
00:00 Los Angeles
Flights
from $ 52
10 September 2021
Chicago - Miami WN 1909 Southwest Airlines Boeing 737-700
13:40 Chicago Midway
in a way 2 hours 55 min Direct
16:35 Fort Lauderdale Executive Airport
Flights
from $ 32
22 August 2021
Chicago - San Francisco AA 1312 American Airlines Boeing 737-800
17:55 O'Hare
in a way 4 hours 5 min Direct
22:00 Norman Y. Mineta San Jose
Flights
from $ 85
14 September 2021
Chicago - Boston UA 1420 United Airlines Airbus A320
17:05 O'Hare
in a way 1 hours 55 min Direct
19:00 Boston RT128 Railway
Flights
from $ 68
28 September 2021

All flights from Chicago

Flights from United States to San Diego

Here are the cheapest flight bookings from United States to San Diego 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 - San Diego UA 1827 United Airlines Boeing 737-700
23:35 Newark Liberty
in a way 5 hours 25 min Direct
05:00 San Diego
Flights
from $ 59
31 August 2021
Los Angeles - San Diego AA 6089 American Airlines Embraer EMB 175
19:35 Los Angeles
in a way 0 hours 25 min Direct
20:00 San Diego
Flights
from $ 50
25 August 2021
Miami - San Diego AA 2674 American Airlines Airbus A321
02:44 Miami
in a way 5 hours 3 min Direct
07:47 San Diego
Flights
from $ 144
06 August 2021
Chicago - San Diego WN 1137 Southwest Airlines Boeing 737-800
14:05 Chicago Midway
in a way 4 hours 0 min Direct
18:05 San Diego
Flights
from $ 43
01 September 2021
San Francisco - San Diego WN 179 Southwest Airlines Boeing 737-700
07:25 Norman Y. Mineta San Jose
in a way 1 hours 10 min Direct
08:35 San Diego
Flights
from $ 54
24 August 2021

All flights to San Diego

Tips for buying a ticket

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

Cheap flights from Chicago to San Diego
San Diego city

To start searching for tickets, Specify dates.

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