Flights from San Diego to Chicago from $48

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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 $48. 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.

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Cheap flights from San Diego
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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 $48 – the departure date for this flight is 31 October 2023.

Sort by: Departure dateCheap flightsFast flightsDirect flights
28.10.2023 Saturday
from $60 MyHolidays
Economy Found 2 days
1 Stopover 9 hours 29 min
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17.10.2023 Tuesday
from $60 MyHolidays
Economy Found 2023-09-24
1 Stopover 13 hours 6 min
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16.10.2023 Monday
from $62 Trip.com
Economy Found 2023-09-24
1 Stopover 18 hours 32 min
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18.10.2023 Wednesday
from $62 MyHolidays
Economy Found 2 days
1 Stopover 8 hours 20 min
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27.10.2023 Friday
from $63
Economy Found yesterday
1 Stopover 6 hours 35 min
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26.10.2023 Thursday
from $63
Economy Found yesterday
1 Stopover 9 hours 4 min
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24.10.2023 Tuesday
from $63
Economy Found yesterday
1 Stopover 9 hours 26 min
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10.10.2023 Tuesday
from $63
Economy Found yesterday
1 Stopover 9 hours 26 min
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18.10.2023 Wednesday
from $63 Kiwi.com
Economy Found 2 days
2 Stopovers 10 hours 33 min
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29.10.2023 Sunday
from $63
Economy Found today
1 Stopover 9 hours 4 min
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03.10.2023 Tuesday
from $69 MyHolidays
Economy Found 2 days
1 Stopover 10 hours 19 min
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04.10.2023 Wednesday
from $72
Economy Found 2 days
1 Stopover 9 hours 25 min
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09.10.2023 Monday
from $82
Economy Found yesterday
1 Stopover 8 hours 48 min
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08.10.2023 Sunday
from $82
Economy Found yesterday
1 Stopover 6 hours 0 min
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05.10.2023 Thursday
from $82
Economy Found yesterday
1 Stopover 6 hours 0 min
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13.10.2023 Friday
from $82
Economy Found yesterday
1 Stopover 8 hours 48 min
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12.10.2023 Thursday
from $82
Economy Found yesterday
1 Stopover 6 hours 0 min
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06.10.2023 Friday
from $87 Trip.com
Economy Found 2023-09-26
1 Stopover 19 hours 11 min
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28.10.2023 Saturday
from $112 Expedia
Economy Found 2 days
Nonstop 4 hours 8 min
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28.10.2023 Saturday
from $118 Gotogate
Economy Found 2 days
2 Stopovers 9 hours 42 min
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02.10.2023 Monday
from $124 Thetravelmakers.us
Economy Found 2 days
1 Stopover 8 hours 36 min
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22.10.2023 Sunday
from $149 FlightNetwork
Economy Found yesterday
1 Stopover 10 hours 24 min
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17.10.2023 Tuesday
from $156 EbookTrip
Economy Found 2023-09-24
Nonstop 4 hours 14 min
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16.10.2023 Monday
from $156 EbookTrip
Economy Found 2023-09-24
Nonstop 4 hours 8 min
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22.10.2023 Sunday
from $169 EbookTrip
Economy Found yesterday
Nonstop 4 hours 8 min
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18.10.2023 Wednesday
from $180 Expedia
Economy Found 2 days
Nonstop 3 hours 59 min
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06.10.2023 Friday
from $240 Kiwi.com
Economy Found 2023-09-26
3 Stopovers 23 hours 39 min
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03.10.2023 Tuesday
from $271 EbookTrip
Economy Found 2 days
Nonstop 4 hours 16 min
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02.10.2023 Monday
from $271 EbookTrip
Economy Found 2 days
Nonstop 4 hours 16 min
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06.10.2023 Friday
from $276 EbookTrip
Economy Found 2023-09-26
Nonstop 4 hours 8 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 $127, the flight dates are: there on 03 October 2023 year and back on 08 October 2023 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Frontier Airlines F9 2300 Evening flight
Departure 21.10.23 20:25, Sa
1 Stopover Trip 4 days
Return 26.10.23 01:37, Th
Find Flights from $110
Frontier Airlines F9 2302 Evening flight
Departure 10.11.23 20:42, Fr
1 Stopover Trip 3 days
Return 13.11.23 11:50, Mo
Find Flights from $111
Frontier Airlines F9 2128 Night flight
Departure 10.11.23 03:59, Fr
1 Stopover Trip 2 days
Return 12.11.23 11:50, Su
Find Flights from $122
Frontier Airlines F9 2948 Day flight
Departure 03.10.23 15:05, Tu
1 Stopover Trip 5 days
Return 08.10.23 04:21, Su
Find Flights from $126
Frontier Airlines F9 2706 Day flight
Departure 04.10.23 16:26, We
1 Stopover Trip 3 days
Return 07.10.23 17:31, Sa
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 17.10.23 19:58, Tu
1 Stopover Trip 3 days
Return 20.10.23 17:31, Fr
Find Flights from $126
Frontier Airlines F9 2948 Evening flight
Departure 07.11.23 17:00, Tu
1 Stopover Trip 1 day
Return 08.11.23 17:31, We
Find Flights from $126
Frontier Airlines F9 2126 Evening flight
Departure 16.10.23 22:10, Mo
1 Stopover Trip 4 days
Return 21.10.23 03:08, Sa
Find Flights from $126
Frontier Airlines F9 2948 Night flight
Departure 28.10.23 03:19, Sa
1 Stopover Trip 5 days
Return 02.11.23 10:45, Th
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 26.10.23 20:25, Th
1 Stopover Trip 3 days
Return 30.10.23 03:46, Mo
Find Flights from $126
Frontier Airlines F9 2302 Evening flight
Departure 01.11.23 19:43, We
1 Stopover Trip 5 days
Return 06.11.23 17:12, Mo
Find Flights from $126
Frontier Airlines F9 2302 Evening flight
Departure 25.10.23 19:43, We
1 Stopover Trip 7 days
Return 01.11.23 16:53, We
Find Flights from $126
Frontier Airlines F9 2126 Night flight
Departure 20.10.23 03:03, Fr
1 Stopover Trip 1 day
Return 21.10.23 03:08, Sa
Find Flights from $126
Frontier Airlines F9 2948 Evening flight
Departure 14.11.23 17:00, Tu
1 Stopover Trip 1 day
Return 15.11.23 17:31, We
Find Flights from $126
Frontier Airlines F9 2948 Day flight
Departure 14.10.23 15:06, Sa
1 Stopover Trip 2 days
Return 16.10.23 18:47, Mo
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 13.11.23 21:33, Mo
1 Stopover Trip 1 day
Return 14.11.23 18:16, Tu
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 11.10.23 20:25, We
1 Stopover Trip 5 days
Return 16.10.23 18:47, Mo
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 02.11.23 20:25, Th
1 Stopover Trip 3 days
Return 05.11.23 18:32, Su
Find Flights from $126
Frontier Airlines F9 550 Day flight
Departure 10.10.23 13:25, Tu
1 Stopover Trip 6 days
Return 16.10.23 18:47, Mo
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 08.11.23 20:42, We
1 Stopover Trip 4 days
Return 12.11.23 18:32, Su
Find Flights from $126
Frontier Airlines F9 2948 Day flight
Departure 12.10.23 15:06, Th
1 Stopover Trip 4 days
Return 16.10.23 18:47, Mo
Find Flights from $126
Frontier Airlines F9 2300 Evening flight
Departure 18.10.23 20:25, We
1 Stopover Trip 3 days
Return 21.10.23 17:31, Sa
Find Flights from $127
Frontier Airlines F9 2300 Evening flight
Departure 31.10.23 20:03, Tu
1 Stopover Trip 7 days
Return 07.11.23 18:16, Tu
Find Flights from $127
Frontier Airlines F9 2126 Evening flight
Departure 28.10.23 19:54, Sa
1 Stopover Trip 3 days
Return 31.10.23 18:31, Tu
Find Flights from $127
Frontier Airlines F9 2300 Evening flight
Departure 24.10.23 19:58, Tu
1 Stopover Trip 5 days
Return 30.10.23 03:46, Mo
Find Flights from $127
Frontier Airlines F9 2952 Night flight
Departure 07.11.23 04:13, Tu
1 Stopover Trip 2 days
Return 08.11.23 17:31, We
Find Flights from $127
Frontier Airlines F9 2302 Evening flight
Departure 03.11.23 19:43, Fr
1 Stopover Trip 3 days
Return 07.11.23 03:58, Tu
Find Flights from $127
Frontier Airlines F9 2708 Day flight
Departure 04.11.23 15:32, Sa
1 Stopover Trip 2 days
Return 07.11.23 03:11, Tu
Find Flights from $127
Frontier Airlines F9 2126 Evening flight
Departure 29.09.23 20:09, Fr
1 Stopover Trip 4 days
Return 03.10.23 10:50, Tu
Find Flights from $132
Spirit Airlines NK 788 Night flight
Departure 29.11.23 01:02, We
1 Stopover Trip 7 days
Return 05.12.23 15:37, Tu
Find Flights from $133
Frontier Airlines F9 2948 Day flight
Departure 20.10.23 15:06, Fr
1 Stopover Trip 7 days
Return 27.10.23 04:07, Fr
Find Flights from $133
Frontier Airlines F9 2302 Evening flight
Departure 13.10.23 19:48, Fr
1 Stopover Trip 3 days
Return 16.10.23 17:31, Mo
Find Flights from $135
Frontier Airlines F9 2128 Day flight
Departure 30.09.23 15:07, Sa
1 Stopover Trip 7 days
Return 07.10.23 17:31, Sa
Find Flights from $135
Spirit Airlines NK 744 Night flight
Departure 06.10.23 02:15, Fr
1 Stopover Trip 2 days
Return 07.10.23 14:18, Sa
Find Flights from $144
Frontier Airlines F9 550 Day flight
Departure 09.10.23 13:25, Mo
1 Stopover Trip 2 days
Return 11.10.23 18:41, We
Find Flights from $144
Spirit Airlines NK 744 Night flight
Departure 02.12.23 03:45, Sa
1 Stopover Trip 6 days
Return 08.12.23 01:10, Fr
Find Flights from $144
Spirit Airlines NK 3987 Evening flight
Departure 11.11.23 18:59, Sa
1 Stopover Trip 3 days
Return 14.11.23 21:38, Tu
Find Flights from $144
Spirit Airlines NK 1270 Day flight
Departure 07.12.23 16:00, Th
1 Stopover Trip 5 days
Return 12.12.23 15:30, Tu
Find Flights from $144
Frontier Airlines F9 2126 Evening flight
Departure 28.09.23 23:51, Th
1 Stopover Trip 5 days
Return 04.10.23 02:14, We
Find Flights from $145
Frontier Airlines F9 4754 Morning flight
Departure 19.11.23 06:14, Su
1 Stopover Trip 6 days
Return 25.11.23 14:45, Sa
Find Flights from $145
Frontier Airlines F9 2948 Day flight
Departure 15.11.23 15:06, We
1 Stopover Trip 6 days
Return 21.11.23 14:45, Tu
Find Flights from $147
Frontier Airlines F9 4990 Evening flight
Departure 16.11.23 22:45, Th
1 Stopover Trip 5 days
Return 21.11.23 22:11, Tu
Find Flights from $147
Frontier Airlines F9 2948 Day flight
Departure 15.10.23 15:31, Su
1 Stopover Trip 10 days
Return 25.10.23 16:53, We
Find Flights from $147
Frontier Airlines F9 2948 Day flight
Departure 07.10.23 15:06, Sa
1 Stopover Trip 1 day
Return 08.10.23 04:21, Su
Find Flights from $149
Frontier Airlines F9 2948 Evening flight
Departure 02.10.23 17:51, Mo
1 Stopover Trip 11 hours
Return 03.10.23 04:47, Tu
Find Flights from $149
Spirit Airlines NK 1270 Day flight
Departure 13.12.23 16:00, We
1 Stopover Trip 7 days
Return 20.12.23 14:55, We
Find Flights from $161
Spirit Airlines NK 788 Evening flight
Departure 30.10.23 23:55, Mo
1 Stopover Trip 7 days
Return 07.11.23 00:21, Tu
Find Flights from $162
Spirit Airlines NK 744 Night flight
Departure 09.12.23 03:05, Sa
1 Stopover Trip 2 days
Return 11.12.23 04:30, Mo
Find Flights from $163
Spirit Airlines NK 744 Night flight
Departure 01.12.23 03:45, Fr
1 Stopover Trip 2 days
Return 03.12.23 15:13, Su
Find Flights from $163
Spirit Airlines NK 744 Night flight
Departure 06.12.23 03:05, We
1 Stopover Trip 2 days
Return 07.12.23 15:30, Th
Find Flights from $163
Spirit Airlines NK 744 Night flight
Departure 07.12.23 03:05, Th
1 Stopover Trip 4 days
Return 11.12.23 01:10, Mo
Find Flights from $164
Spirit Airlines NK 788 Night flight
Departure 10.12.23 00:56, Su
1 Stopover Trip 3 days
Return 13.12.23 04:30, We
Find Flights from $164
Spirit Airlines NK 260 Day flight
Departure 29.11.23 14:48, We
1 Stopover Trip 3 days
Return 02.12.23 15:13, Sa
Find Flights from $164
Spirit Airlines NK 2051 Night flight
Departure 09.10.23 03:54, Mo
1 Stopover Trip 8 days
Return 16.10.23 23:21, Mo
Find Flights from $164
Spirit Airlines NK 744 Night flight
Departure 24.10.23 01:21, Tu
1 Stopover Trip 1 day
Return 24.10.23 15:19, Tu
Find Flights from $164
Frontier Airlines F9 4990 Evening flight
Departure 02.12.23 23:10, Sa
1 Stopover Trip 5 days
Return 07.12.23 21:18, Th
Find Flights from $165
Frontier Airlines F9 4990 Evening flight
Departure 12.12.23 23:10, Tu
1 Stopover Trip 4 days
Return 16.12.23 19:42, Sa
Find Flights from $165
Frontier Airlines F9 2424 Morning flight
Departure 05.12.23 05:45, Tu
1 Stopover Trip 3 days
Return 07.12.23 21:18, Th
Find Flights from $165
Frontier Airlines F9 4990 Evening flight
Departure 10.12.23 23:10, Su
1 Stopover Trip 1 day
Return 11.12.23 14:40, Mo
Find Flights from $165
Frontier Airlines F9 4990 Evening flight
Departure 11.12.23 23:10, Mo
1 Stopover Trip 1 day
Return 12.12.23 14:45, Tu
Find Flights from $165
Frontier Airlines F9 2302 Evening flight
Departure 06.10.23 19:46, Fr
1 Stopover Trip 2 days
Return 08.10.23 18:46, Su
Find Flights from $170
Frontier Airlines F9 1770 Evening flight
Departure 20.12.23 23:07, We
1 Stopover Trip 6 days
Return 26.12.23 19:33, Tu
Find Flights from $170
Frontier Airlines F9 2300 Evening flight
Departure 05.11.23 20:53, Su
1 Stopover Trip 14 days
Return 19.11.23 14:45, Su
Find Flights from $171
Frontier Airlines F9 3168 Night flight
Departure 04.01.24 04:07, Th
1 Stopover Trip 10 days
Return 13.01.24 22:42, Sa
Find Flights from $173
Frontier Airlines F9 1770 Evening flight
Departure 23.12.23 23:02, Sa
1 Stopover Trip 11 days
Return 03.01.24 17:27, We
Find Flights from $173
Frontier Airlines F9 1770 Evening flight
Departure 16.12.23 23:02, Sa
1 Stopover Trip 21 day
Return 06.01.24 14:35, Sa
Find Flights from $176
Frontier Airlines F9 2126 Night flight
Departure 30.10.23 02:23, Mo
1 Stopover Trip 7 days
Return 06.11.23 04:14, Mo
Find Flights from $176
Spirit Airlines NK 744 Night flight
Departure 28.11.23 03:45, Tu
1 Stopover Trip 4 days
Return 02.12.23 15:13, Sa
Find Flights from $183
Frontier Airlines F9 4990 Evening flight
Departure 18.12.23 23:10, Mo
1 Stopover Trip 1 day
Return 19.12.23 14:45, Tu
Find Flights from $185
Frontier Airlines F9 1770 Evening flight
Departure 15.12.23 23:02, Fr
1 Stopover Trip 1 day
Return 16.12.23 11:45, Sa
Find Flights from $185
Frontier Airlines F9 4990 Evening flight
Departure 14.12.23 23:10, Th
1 Stopover Trip 1 day
Return 15.12.23 14:35, Fr
Find Flights from $185
Frontier Airlines F9 4990 Evening flight
Departure 19.12.23 22:49, Tu
1 Stopover Trip 19 days
Return 07.01.24 14:55, Su
Find Flights from $187
Frontier Airlines F9 1770 Evening flight
Departure 28.12.23 23:02, Th
1 Stopover Trip 14 days
Return 11.01.24 14:49, Th
Find Flights from $188
Frontier Airlines F9 4990 Evening flight
Departure 21.12.23 22:49, Th
1 Stopover Trip 9 days
Return 30.12.23 17:09, Sa
Find Flights from $190
Frontier Airlines F9 550 Day flight
Departure 12.11.23 14:25, Su
1 Stopover Trip 10 days
Return 22.11.23 14:45, We
Find Flights from $191
Frontier Airlines F9 4990 Evening flight
Departure 05.01.24 23:10, Fr
1 Stopover Trip 5 days
Return 10.01.24 14:35, We
Find Flights from $193
Frontier Airlines F9 1770 Evening flight
Departure 01.01.24 23:02, Mo
1 Stopover Trip 19 days
Return 20.01.24 22:42, Sa
Find Flights from $193
Frontier Airlines F9 4990 Evening flight
Departure 04.01.24 23:10, Th
1 Stopover Trip 5 days
Return 09.01.24 14:45, Tu
Find Flights from $193
Spirit Airlines NK 744 Night flight
Departure 24.11.23 03:45, Fr
1 Stopover Trip 11 hours
Return 24.11.23 15:13, Fr
Find Flights from $196
Frontier Airlines F9 1770 Evening flight
Departure 27.12.23 23:07, We
1 Stopover Trip 5 days
Return 01.01.24 14:40, Mo
Find Flights from $197
Spirit Airlines NK 744 Night flight
Departure 20.11.23 03:45, Mo
1 Stopover Trip 4 days
Return 24.11.23 15:13, Fr
Find Flights from $202
Spirit Airlines NK 744 Morning flight
Departure 23.11.23 05:20, Th
1 Stopover Trip 6 days
Return 29.11.23 15:13, We
Find Flights from $202
Frontier Airlines F9 1770 Evening flight
Departure 17.12.23 23:02, Su
1 Stopover Trip 1 day
Return 18.12.23 17:09, Mo
Find Flights from $205
Frontier Airlines F9 4990 Evening flight
Departure 29.12.23 23:10, Fr
1 Stopover Trip 17 days
Return 15.01.24 14:49, Mo
Find Flights from $210
Frontier Airlines F9 4990 Evening flight
Departure 31.12.23 22:49, Su
1 Stopover Trip 8 days
Return 08.01.24 14:40, Mo
Find Flights from $210
Spirit Airlines NK 1442 Night flight
Departure 02.10.23 04:18, Mo
1 Stopover Trip 7 days
Return 08.10.23 20:38, Su
Find Flights from $219
Spirit Airlines NK 788 Night flight
Departure 21.11.23 01:02, Tu
1 Stopover Trip 7 days
Return 28.11.23 03:42, Tu
Find Flights from $221
Frontier Airlines F9 2300 Evening flight
Departure 22.10.23 19:58, Su
1 Stopover Trip 4 days
Return 27.10.23 03:47, Fr
Find Flights from $222
Frontier Airlines F9 1326 Day flight
Departure 17.11.23 15:30, Fr
1 Stopover Trip 2 days
Return 19.11.23 14:45, Su
Find Flights from $223
Frontier Airlines F9 4990 Evening flight
Departure 24.12.23 22:49, Su
1 Stopover Trip 13 days
Return 06.01.24 14:35, Sa
Find Flights from $224
Frontier Airlines F9 1770 Evening flight
Departure 30.12.23 23:02, Sa
1 Stopover Trip 3 days
Return 02.01.24 19:33, Tu
Find Flights from $239
Delta Air Lines DL 1461 Day flight
Departure 03.12.23 14:15, Su
1 Stopover Trip 7 days
Return 10.12.23 19:11, Su
Find Flights from $242
Frontier Airlines F9 1770 Evening flight
Departure 22.12.23 23:02, Fr
1 Stopover Trip 7 days
Return 29.12.23 17:09, Fr
Find Flights from $274
Spirit Airlines NK 744 Morning flight
Departure 22.11.23 05:20, We
1 Stopover Trip 5 days
Return 27.11.23 05:07, Mo
Find Flights from $278
Spirit Airlines NK 192 Night flight
Departure 26.11.23 03:05, Su
1 Stopover Trip 7 days
Return 02.12.23 15:13, Sa
Find Flights from $292
Frontier Airlines F9 4990 Evening flight
Departure 26.12.23 22:49, Tu
1 Stopover Trip 21 day
Return 16.01.24 22:42, Tu
Find Flights from $294
Spirit Airlines NK 260 Day flight
Departure 24.11.23 14:48, Fr
1 Stopover Trip 3 days
Return 27.11.23 05:07, Mo
Find Flights from $306
Spirit Airlines NK 744 Night flight
Departure 27.11.23 03:45, Mo
1 Stopover Trip 2 days
Return 29.11.23 15:13, We
Find Flights from $311
Delta Air Lines DL 2630 Evening flight
Departure 25.12.23 21:36, Mo
1 Stopover Trip 7 days
Return 01.01.24 12:09, Mo
Find Flights from $352
Delta Air Lines DL 1461 Day flight
Departure 02.01.24 14:30, Tu
1 Stopover Trip 1 day
Return 03.01.24 15:35, We
Find Flights from $387
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.

Flight Schedule San Diego to Chicago 2023

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 11 flights every day, from 3hours 50min. Local departure and arrival times are indicated.
06:15 → 12:31
American Airlines AA518 American Airlines AA518
SAN → ORD
Mo Tu We Th Fr Sa Su
Check price
06:30 → 12:35
United Airlines UA2182 United Airlines UA2182
SAN → ORD
Mo Tu We Th Fr Sa Su
Check price
06:35 → 12:35
Southwest Airlines WN3484 Southwest Airlines WN3484
SAN → MDW
- - - - - Sa -
Check price
06:35 → 12:35
Southwest Airlines WN3442 Southwest Airlines WN3442
SAN → MDW
Mo - - Th Fr - -
Check price
06:40 → 17:00
Southwest Airlines WN2488 Southwest Airlines WN2488
SAN → MDW
- - - - - Sa -
Check price
06:50 → 17:45
Southwest Airlines WN5030 Southwest Airlines WN5030
SAN → MDW
- - - - - Sa -
Check price
07:30 → 13:30
Southwest Airlines WN1154 Southwest Airlines WN1154
SAN → MDW
- - - - - - Su
Check price
07:40 → 13:40
Southwest Airlines WN1154 Southwest Airlines WN1154
SAN → MDW
- Tu We - - - -
Check price
09:30 → 16:55
Southwest Airlines WN801 Southwest Airlines WN801
SAN → MDW
- - - - - Sa -
Check price
10:23 → 21:23
United Airlines UA2627 United Airlines UA2627
SAN → ORD
Mo Tu We Th Fr Sa Su
Check price
10:25 → 18:05
Southwest Airlines WN3768 Southwest Airlines WN3768
SAN → MDW
- - - - - - Su
Check price
10:40 → 16:45
United Airlines UA1579 United Airlines UA1579
SAN → ORD
- - - Th - - -
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.

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.

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 $78 14 October 2023
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 $40 01 November 2023
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 $73 07 October 2023
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 $48 31 October 2023
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 $41 06 October 2023

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 $43 06 December 2023
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 $43 17 October 2023
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 $30 11 November 2023
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 $40 25 October 2023
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 $663 06 October 2023

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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