Cheap flights from San Diego to Chicago

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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
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
01 Oct
SAN
8:53 am
San Diego airport
11h 52m
1 Stop
10:45 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
08 Oct
ORD
3:00 am
Chicago O'Hare Intl airport
8h 57m
1 Stop
9:57 am
SAN
San Diego airport
100 USD
Spirit Airlines
Spirit Airlines
02 Oct
SAN
11:15 pm
San Diego airport
15h 40m
1 Stop
4:55 pm
+1
ORD
Chicago O'Hare Intl airport
Spirit Airlines
04 Oct
ORD
4:55 pm
Chicago O'Hare Intl airport
13h 20m
1 Stop
4:15 am
+1
SAN
San Diego airport
108 USD
Spirit Airlines
Spirit Airlines
01 Oct
SAN
8:53 am
San Diego airport
11h 52m
1 Stop
10:45 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
22 Oct
ORD
6:40 am
Chicago O'Hare Intl airport
13h 18m
1 Stop
5:58 pm
SAN
San Diego airport
123 USD
Major Airline
Major Airline
04 Oct
SAN
12:10 pm
San Diego airport
3h 40m
5:50 pm
MDW
Chicago Midway airport
Major Airline
05 Oct
MDW
2:00 pm
Chicago Midway airport
4h 15m
4:15 pm
SAN
San Diego airport
241 USD
United Airlines
United Airlines
03 Oct
SAN
9:15 am
San Diego airport
3h 59m
3:14 pm
ORD
Chicago O'Hare Intl airport
United Airlines
05 Oct
ORD
2:51 am
Chicago O'Hare Intl airport
4h 13m
5:04 am
SAN
San Diego airport
151 USD
United Airlines
United Airlines
27 Sep
SAN
9:15 am
San Diego airport
3h 59m
3:14 pm
ORD
Chicago O'Hare Intl airport
United Airlines
29 Sep
ORD
2:45 am
Chicago O'Hare Intl airport
4h 15m
5:00 am
SAN
San Diego airport
151 USD

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 to Chicago?
September
The cheapest time of year to fly to Chicago from San Diego is September. Most expensive is November
What is the cheapest day to fly to Chicago?
Thursday
The cheapest day of the week is typically Thursday. The most expensive is typically Sunday
When is the cheapest time to fly to Chicago?
in the afternoon
San Diego to Chicago flights are approximately 23% more expensive in the morning than in the afternoon
What is the cheapest airline that flies to Chicago?
Frontier
Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from San Diego to Chicago
What is the cheapest route?
San Diego - Chicago O'Hare Intl
Fly from San Diego to Chicago O'Hare Intl for the best San Diego - Chicago flight prices
When is the cheapest time to book a flight to Chicago?
54 days before
The cheapest time to buy a flight from San Diego to Chicago is approximately 54 days to departure
60
Days before departure
0

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

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago
Fastest flight time 3h 45m The fastest flight from San Diego to Chicago takes 3h 45m.
Direct flights Every day Direct flights go from San Diego to Chicago every day.
Airports in Chicago 3 airports There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Alternative routes for San Diego to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Los Angeles to Chicago
Fastest flight time
3h 47m
Cheapest price
113 USD
San Diego to Indianapolis
Fastest flight time
5h 51m
Cheapest price
150 USD
Los Angeles to Indianapolis
Fastest flight time
3h 50m
Cheapest price
164 USD
Palm Springs to Chicago
Fastest flight time
3h 39m
Cheapest price
280 USD
View more

Flights from San Diego to:

*Flight prices to Chicago are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.