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
14 Nov
SAN
10:50 pm
San Diego airport
15h 46m
1 Stop
4:36 pm
+1
ORD
Chicago O'Hare Intl airport
Spirit Airlines
18 Nov
ORD
3:45 pm
Chicago O'Hare Intl airport
13h 46m
1 Stop
3:31 am
+1
SAN
San Diego airport
111 USD
Spirit Airlines
Spirit Airlines
19 Nov
SAN
12:40 pm
San Diego airport
7h 42m
1 Stop
10:22 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
21 Nov
ORD
4:24 am
Chicago O'Hare Intl airport
4h 34m
6:58 am
SAN
San Diego airport
115 USD
Frontier
Frontier
23 Nov
SAN
4:05 am
San Diego airport
10h 33m
1 Stop
4:38 pm
ORD
Chicago O'Hare Intl airport
Frontier
24 Nov
ORD
2:45 pm
Chicago O'Hare Intl airport
4h 24m
5:09 pm
SAN
San Diego airport
121 USD
United Airlines
United Airlines
17 Jan
SAN
2:30 pm
San Diego airport
3h 48m
8:18 pm
ORD
Chicago O'Hare Intl airport
United Airlines
20 Jan
ORD
1:46 am
Chicago O'Hare Intl airport
4h 33m
4:19 am
SAN
San Diego airport
250 USD
Spirit Airlines
Spirit Airlines
18 Nov
SAN
5:45 am
San Diego airport
4h 02m
11:47 am
ORD
Chicago O'Hare Intl airport
Spirit Airlines
19 Nov
ORD
4:24 am
Chicago O'Hare Intl airport
4h 34m
6:58 am
SAN
San Diego airport
129 USD
American Airlines
American Airlines
23 Jan
SAN
11:41 pm
San Diego airport
4h 08m
5:49 am
+1
ORD
Chicago O'Hare Intl airport
American Airlines
25 Jan
ORD
5:20 am
Chicago O'Hare Intl airport
4h 36m
7:56 am
SAN
San Diego airport
129 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?
February
The cheapest time of year to fly to Chicago from San Diego is February. Most expensive is December
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 22% 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?
50 days before
The cheapest time to buy a flight from San Diego to Chicago is approximately 50 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 49m The fastest flight from San Diego to Chicago takes 3h 49m.
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
111 USD
Los Angeles to Indianapolis
Fastest flight time
3h 50m
Cheapest price
156 USD
San Diego to Indianapolis
Fastest flight time
8h 31m
Cheapest price
168 USD
Palm Springs to Chicago
Fastest flight time
3h 39m
Cheapest price
288 USD
View more

Flights from San Diego to: