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Cheap flights San Diego to Chicago

1 passenger, economy

Nonstop flights from San Diego to Chicago: Alaska Airlines, United Airlines, Southwest Airlines and 1 more. Nonstop flights per week: 8. Flight time: 4 hours 4 minutes. Distance: 2768 km. Tickets from R1 593 (departure 29 October).

Prices updated on 25 October at 10:54

See also: Chicago — San DiegoFlights from San DiegoFlights to Chicago

Cheap flights San Diego to Chicago

Compare prices, duration and stops

Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Wed, 28 Oct
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Thu, 29 Oct +1
R3 245
Frontier Airlines
F9 2084 Best price
19:33
San Diego (SAN)
Thu, 29 Oct
13h 54min
1 stop
11:27
Chicago Rockford International Airport (RFD)
Fri, 30 Oct +1
R1 593
Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Sat, 31 Oct
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Sun, 1 Nov +1
R3 199
Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Sun, 1 Nov
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Mon, 2 Nov +1
R3 097
Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Mon, 2 Nov
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Tue, 3 Nov +1
R1 747
Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Tue, 3 Nov
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov +1
R2 974
American Airlines
AA 2273
18:41
San Diego (SAN)
Tue, 3 Nov
4h 19min
Direct
01:00
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov +1
R2 579
Frontier Airlines
F9 1572
11:06
San Diego (SAN)
Tue, 3 Nov
23h 17min
1 stop
12:23
Chicago Rockford International Airport (RFD)
Wed, 4 Nov +1
R1 601
Frontier Airlines
F9 2818
06:25
San Diego (SAN)
Wed, 4 Nov
15h 56min
1 stop
00:21
Chicago O'Hare International Airport (ORD)
Thu, 5 Nov +1
R2 330
Frontier Airlines
F9 1572
11:06
San Diego (SAN)
Wed, 4 Nov
11h 15min
2 stops
00:21
Chicago O'Hare International Airport (ORD)
Thu, 5 Nov +1
R2 661
Alaska Airlines
AS 1478
12:41
San Diego (SAN)
Wed, 4 Nov
4h 18min
Direct
18:59
Chicago O'Hare International Airport (ORD)
Wed, 4 Nov
R1 875
Frontier Airlines
F9 1426
09:32
San Diego (SAN)
Fri, 6 Nov
7h 51min
1 stop
19:23
Chicago O'Hare International Airport (ORD)
Fri, 6 Nov
R2 840
Frontier Airlines
F9 1326
07:48
San Diego (SAN)
Mon, 9 Nov
13h 9min
1 stop
22:57
Chicago O'Hare International Airport (ORD)
Mon, 9 Nov
R2 487
Southwest Airlines
WN 1011
09:40
San Diego (SAN)
Sat, 14 Nov
3h 45min
Direct
15:25
Chicago Midway International Airport (MDW)
Sat, 14 Nov
R2 679
Frontier Airlines
F9 1466
11:26
San Diego (SAN)
Tue, 24 Nov
15h 44min
1 stop
05:10
Chicago O'Hare International Airport (ORD)
Wed, 25 Nov +1
R2 795
United Airlines
UA 2486
16:29
San Diego (SAN)
Sat, 2 Jan
4h 12min
Direct
22:41
Chicago O'Hare International Airport (ORD)
Sat, 2 Jan
R3 012
Alaska Airlines
AS 1446
18:00
San Diego (SAN)
Mon, 11 Jan
4h 15min
Direct
00:15
Chicago O'Hare International Airport (ORD)
Tue, 12 Jan +1
R2 387
United Airlines
UA 618
15:04
San Diego (SAN)
Mon, 18 Jan
7h 40min
1 stop
00:44
Chicago O'Hare International Airport (ORD)
Tue, 19 Jan +1
R2 170
Southwest Airlines
WN 3405
09:40
San Diego (SAN)
Tue, 19 Jan
3h 50min
Direct
15:30
Chicago Midway International Airport (MDW)
Tue, 19 Jan
R2 305
United Airlines
UA 540
08:30
San Diego (SAN)
Thu, 13 May
4h 4min
Direct
14:34
Chicago O'Hare International Airport (ORD)
Thu, 13 May
R2 780
Alaska Airlines
AS 1446
18:00
San Diego (SAN)
Fri, 4 June
3h 54min
Direct
23:54
Chicago O'Hare International Airport (ORD)
Fri, 4 June
R2 627

Direct flight schedule San Diego — Chicago

Direct flights: 1

Departure → arrivalFlightAirport DaysDurationPrice
18:00→23:54 Alaska Airlines AS 1446 San DiegoSAN MonTueWedThuFriSatSun 3h 54min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From
To
Lowest price of the month Fri, 30 Oct · One way from R1 593

Prices as of 25 October, 11:07 Moscow time

Cheap flights San Diego to Chicago

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
R1 601
United Airlines
United Airlines
Mon, Thu, Sat
Price from
R3 012

Which airlines offer the cheapest flights from San Diego to Chicago?

Based on collected data, the cheapest flights are offered by Alaska Airlines with an average ticket price of R2 297.

  • Alaska Airlines Average price: R2 297 · Flights: 2 · Direct: 2
  • Southwest Airlines Average price: R2 492 · Flights: 2 · Direct: 2
  • Frontier Airlines Average price: R2 547 · Flights: 6 · Direct: 0
  • American Airlines Average price: R2 579 · Flights: 1 · Direct: 1
  • United Airlines Average price: R2 654 · Flights: 3 · Direct: 2

Which airlines fly most often from San Diego to Chicago?

The most flight options on this route are offered by Frontier Airlines — options found: 6.

  • Frontier Airlines Flights: 6 · Direct: 0
  • United Airlines Flights: 3 · Direct: 2
  • Alaska Airlines Flights: 2 · Direct: 2
  • Southwest Airlines Flights: 2 · Direct: 2
  • American Airlines Flights: 1 · Direct: 1

Round trip San Diego — Chicago

TripOutboundReturnOutbound + returnTotal
Weekend tripFri, 30 OctMon, 2 Nov R1 593 + R2 258
One weekTue, 19 JanWed, 27 Jan R2 305 + R1 875
Two weeksSun, 3 JanSat, 16 Jan R3 012 + R1 875

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 25 October, 11:07 Moscow time

How many flights per day operate from San Diego to Chicago?

Most flights operate on Tue (5), the fewest on Sun (1).

  • Mon Flights: 4 · Direct: 1
  • Tue Flights: 5 · Direct: 2
  • Wed Flights: 3 · Direct: 1
  • Thu Flights: 2 · Direct: 1
  • Fri Flights: 2 · Direct: 1
  • Sat Flights: 3 · Direct: 2
  • Sun Flights: 1 · Direct: 0

Popular destinations from San Diego

All →
SAN
San Diego — San Francisco
United States → United States
SFO
from
R297
SAN
San Diego — Las Vegas
United States → United States
LAS
from
R374
SAN
San Diego — Phoenix
United States → United States
PHX
from
R396
SAN
San Diego — San Jose
United States → United States
SJC
from
R446
SAN
San Diego — Denver
United States → United States
DEN
from
R725
SAN
San Diego — Seattle
United States → United States
SEA
from
R1 104
SAN
San Diego — Fresno
United States → United States
FAT
from
R1 214
SAN
San Diego — Everett
United States → United States
PAE
from
R1 361

Popular destinations to Chicago

All →
PHL
Philadelphia — Chicago
United States → United States
CHI
from
R320
BNA
Nashville — Chicago
United States → United States
CHI
from
R534
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
R545
DEN
Denver — Chicago
United States → United States
CHI
from
R620
ATL
Atlanta — Chicago
United States → United States
CHI
from
R743
DFW
Dallas — Chicago
United States → United States
CHI
from
R883
TPA
Tampa — Chicago
United States → United States
CHI
from
R900
LAS
Las Vegas — Chicago
United States → United States
CHI
from
R1 055
LAX
Los Angeles — Chicago
United States → United States
CHI
from
R1 413

Cheap flights San Diego to Chicago

Price from
R1 593
Average price
R2 603
Flight time
4 hours 4 minutes
Distance
2 768 km
Рейсов в неделю
8
Airlines
5
Most frequent flight
F9 2818

Prices as of 25 October, 10:54 Moscow time

Airports on the San Diego — Chicago route

From → to Flights Direct Airlines Price from
San DiegoSAN Chicago Rockford International AirportRFD Cheapest
201
San DiegoSAN Chicago O'Hare International AirportORD
1154
San DiegoSAN Chicago Midway International AirportMDW
221

Departure airports · San Diego

Arrival airports · Chicago

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

R149

Buy

change

2 GB

data

15

days

R207

Buy

change

5 GB

data

30

days

R232

Buy

change

3 GB

data

30

days

R265

Buy

change

5 GB

data

30

days

R373

Buy

Frequently Asked Questions

Yes. Nonstop flights from San Diego to Chicago are operated by: Alaska Airlines, United Airlines, Southwest Airlines, American Airlines. A nonstop flight takes 4 hours 4 minutes on average. Nonstop tickets start at R1 875.
The average ticket price San Diego Chicago is R2 603. The cheapest ticket costs R1 593, operated by Frontier Airlines, flight F9 2084, departing San Diego on 29 October at 19:33, arriving Chicago on 30 October at 11:27. Prices as of 25 October.
A nonstop flight takes 4 hours 4 minutes on average. The fastest is WN 1011 Southwest Airlines: 3 hours 45 minutes. With a connection: from 7 hours 40 minutes, usually about 16 hours.
Flights from San Diego to Chicago arrive at these airports: Chicago O'Hare International Airport (ORD), Chicago Rockford International Airport (RFD), Chicago Midway International Airport (MDW). Most flights arrive at Chicago O'Hare International Airport. Departure: San Diego (SAN).
Tickets from San Diego to Chicago are sold by: Frontier Airlines, United Airlines, Alaska Airlines, Southwest Airlines, American Airlines. Nonstop: Alaska Airlines, United Airlines, Southwest Airlines, American Airlines.
The distance from San Diego to Chicago is 2768 km.
Tickets from Chicago to San Diego start at R1 875. The average price is R2 780. Nonstop flights are operated by: Alaska Airlines, American Airlines, United Airlines, Southwest Airlines. All tickets Chicago — San Diego
Yes, the time difference is 2 hours: San Diego — UTC−7, Chicago — UTC−5. For example: San Diego 12:00 → Chicago 14:00.