Cheap flights from San Diego to Chicago

Round-trip
Economy
San Diego (SAN)
Chicago (CHI)
Fri 6/11
Fri 6/18
Any month
Compare vs. momondo |

Flight information for San Diego to Chicago
(SAN to CHI)

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago
Best Price Found$120The best flight deal from San Diego to Chicago found on momondo in the last 72 hours is $120
Fastest flight time3h 59mThe fastest flight from San Diego to Chicago takes 3h 59m
Direct flightsTu, Th, Fr, Sa and SuDirect flights go from San Diego to Chicago on Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Air Canada.
Airports in Chicago3 airportsThere are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from San Diego to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from San Diego to Chicago?

August
The cheapest time of year to fly to Chicago from San Diego is August. Most expensive is December

What is the cheapest day to depart San Diego for Chicago?

Thursday
The cheapest day of the week is typically Thursday. The most expensive is typically Sunday

When is the cheapest time to fly from San Diego to Chicago?

at noon
San Diego to Chicago flights are approximately 15% more expensive in the morning than at noon

What is the cheapest airline that flies to Chicago from San Diego?

Frontier
Frontier, Delta, and Spirit Airlines are the most popular carriers operating from San Diego to Chicago

What is the cheapest San Diego to Chicago flight route?

San Diego - Chicago O'Hare Intl
Fly from San Diego to Chicago O'Hare Intl for the best San Diego - Chicago flight prices

How far in advance should you book San Diego to Chicago flights?

21 days before
The cheapest time to buy a flight from San Diego to Chicago is approximately 21 days to departure
60
Days before departure
0

Easily compare round-trip flights from San Diego to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from San Diego to Chicago by changing tabs
Multiple Airlines
Jun 9
SAN2:10 pmSan Diego
4h 00m
ORD6:10 pmChicago O'Hare Intl
Jun 14
ORD3:56 pmChicago O'Hare Intl
4h 12m
SAN8:08 pmSan Diego
Multiple Airlines
Jun 9
SAN2:10 pmSan Diego
4h 00m
ORD6:10 pmChicago O'Hare Intl
Jun 14
ORD3:56 pmChicago O'Hare Intl
4h 12m
SAN8:08 pmSan Diego
Multiple Airlines
Aug 25
SAN11:31 amSan Diego
4h 07m
ORD3:38 pmChicago O'Hare Intl
Sep 14
ORD2:55 amChicago O'Hare Intl
4h 12m
SAN7:07 amSan Diego

Find the cheapest one-way flights from San Diego to Chicago

If you're looking for one-way flights from San Diego to Chicago, view some of our deals below provided by Spirit Airlines
Spirit Airlines
Jul 28
SAN3:26 pmSan Diego
3h 57m
ORD7:23 pmChicago O'Hare Intl
Spirit Airlines
Jun 9
SAN2:10 pmSan Diego
4h 00m
ORD6:10 pmChicago O'Hare Intl
Spirit Airlines
Jun 16
SAN2:10 pmSan Diego
4h 00m
ORD6:10 pmChicago O'Hare Intl

Best airlines flying from San Diego to Chicago

Compare and see reviews for airlines that fly from San Diego to Chicago with momondo
AirlineRatingFree CancellationPrice
Spirit Airlines
PriceFrom $100
Free Cancellation
Rating
7.1
7.5

Boarding

6.8

Comfort

7.7

Crew

6.3

Entertainment

6.4

Food

Reviews

Pros: Nothing

Cons: There’s no entertainment. Can’t even charge the phone. Can’t even recline the seat very uncomfortable flight

1 / 10
Frontier
PriceFrom $101
Free Cancellation
Rating
7.5
8.0

Boarding

7.1

Comfort

8.1

Crew

6.6

Entertainment

6.9

Food

Reviews

Cons: Everything is ok

1 / 10
American Airlines
PriceFrom $105
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.9

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Yes made sure mask was in place

Cons: No

1 / 10
United Airlines
PriceFrom $115
Free Cancellation
Rating
6.8
7.2

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.0

Food

Reviews

Pros: It was meh....

Cons: I got no notification that the flight was going to be 1 hour earlier

1 / 10
Delta
PriceFrom $122
Free Cancellation
Rating
8.1
8.2

Boarding

8.4

Comfort

8.2

Crew

7.8

Entertainment

8.0

Food

Reviews

Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.

1 / 10
Alaska Airlines
PriceFrom $134
Free Cancellation
Rating
8.2
8.7

Boarding

8.5

Comfort

8.8

Crew

8.0

Entertainment

7.4

Food

Reviews

Pros: Accommodated to an earlier flight without questions asked.

Cons: Always been a delight!

1 / 10

Which airlines flying from San Diego to Chicago have COVID-19 safety policies in place?

Airlines such as Alaska Airlines have taken additional precautions to make sure you’re safer while traveling. When flying from San Diego to Chicago, expect masks to be provided - they are required onboard. Aircrafts are also being cleaned thoroughly with enhanced products regularly. Additional policies include the installation of HEPA filters and pre-flight testing. Some airlines are even offering socially-distanced seating for a limited time. Keep in mind that policies will vary by airline.

Are airlines flying from San Diego to Chicago offering flexible cancellation due to COVID-19?

Due to the global impact of COVID-19, some of our airline partners operating flights from San Diego to Chicago, such as Spirit Airlines, American Airlines, and United Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.


Flights from San Diego to:

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