Cheap flights from San Diego to Chicago

Round-trip
Economy
San Diego (SAN)
Chicago (CHI)
Sat 8/28
Sat 9/4
Any month
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Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from San Diego to Chicago.
View current United States travel restrictions

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$75The best flight deal from San Diego to Chicago found on momondo in the last 72 hours is $75
Fastest flight time3h 53mThe fastest flight from San Diego to Chicago takes 3h 53m
Direct flightsMo, We, Fr, Sa and SuDirect flights go from San Diego to Chicago on Monday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: Air Canada and American Airlines.
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
Spirit Airlines
Aug 21
SAN3:26 pmSan Diego
3h 57m
ORD7:23 pmChicago O'Hare Intl
Aug 27
ORD11:54 amChicago O'Hare Intl
6h 35m
1 stop
SAN6:29 pmSan Diego
Spirit Airlines
Aug 16
SAN5:28 pmSan Diego
6h 52m
1 stop
ORD12:20 amChicago O'Hare Intl
Aug 21
ORD12:02 pmChicago O'Hare Intl
4h 24m
SAN4:26 pmSan Diego
Spirit Airlines
Aug 21
SAN5:28 pmSan Diego
6h 57m
1 stop
ORD12:25 amChicago O'Hare Intl
Aug 25
ORD12:02 pmChicago O'Hare Intl
4h 24m
SAN4:26 pmSan 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
Aug 30
SAN3:26 pmSan Diego
3h 57m
ORD7:23 pmChicago O'Hare Intl
Spirit Airlines
Aug 30
SAN3:26 pmSan Diego
3h 57m
ORD7:23 pmChicago O'Hare Intl
Spirit Airlines
Aug 25
SAN3:26 pmSan Diego
3h 57m
ORD7:23 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
6.5
6.8

Boarding

6.1

Comfort

7.2

Crew

5.5

Entertainment

5.6

Food

Reviews

Pros: Well, it was not very comfortable and we were delayed for an hour. And a crew member was sick.

Cons: Mostly everything.

1 / 10
Frontier
PriceFrom $101
Free Cancellation
Rating
6.0
6.4

Boarding

5.8

Comfort

6.7

Crew

4.9

Entertainment

5.2

Food

Reviews

Pros: The wonderful crews and the comfortable seat

Cons: Snack and drink

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

Boarding

7.1

Comfort

7.8

Crew

7.0

Entertainment

6.8

Food

Reviews

Pros: Delayed flight no reasons seems like American Airlines don’t know what to do in these situations

Cons: I believe this airlines should have figured the answer to this question by now.

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

Boarding

6.6

Comfort

7.5

Crew

6.6

Entertainment

6.1

Food

Reviews

Cons: Sarasota ticketing agent was not very nice at all 😟 Houston Gate agent was not nice either. We were treated like we were stupid for asking questions. I hope it’s not racism issues. I wished I had taken their names.

1 / 10
Delta
PriceFrom $122
Free Cancellation
Rating
8.2
8.3

Boarding

8.5

Comfort

8.3

Crew

7.9

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
8.3
8.7

Boarding

8.4

Comfort

8.7

Crew

8.1

Entertainment

7.6

Food

Reviews

Pros: The comfort of the plane was great! Lots of room and very comfortable seating.

Cons: I found some members of staff to be a bit rude. When other passengers asked questions or did something wrong (that was a minor issue), one of the staff members in particular talked down to them and treated them like they were stupid.

1 / 10

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.

How far is San Diego to Chicago by plane?

The straight-line distance from San Diego to Chicago is 1730.3 mi. Typically, this will take 3h 57m by plane in normal conditions.

Can I fly to Chicago from San Diego right now?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from San Diego need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from San Diego must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from San Diego are not required to quarantine after entering Chicago.

Can I fly back to San Diego from Chicago?

Returning to San Diego from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to San Diego.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering San Diego.

If you are planning to travel to Chicago at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Flights from San Diego to:

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