Flights from San Diego to Chicago

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San Diego to Chicago flight comparison made easy

Below you can see the best fares for your 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
09 Sep
SAN
12:40 pm
San Diego airport
8h 31m
1 Stop
11:11 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
14 Sep
ORD
2:30 am
Chicago O'Hare Intl airport
9h 28m
1 Stop
9:58 am
SAN
San Diego airport
131 USD
Spirit Airlines
Spirit Airlines
05 Oct
SAN
11:15 pm
San Diego airport
7h 21m
1 Stop
8:36 am
+1
ORD
Chicago O'Hare Intl airport
Spirit Airlines
08 Oct
ORD
2:30 am
Chicago O'Hare Intl airport
9h 28m
1 Stop
9:58 am
SAN
San Diego airport
137 USD
Spirit Airlines
Spirit Airlines
28 Aug
SAN
1:05 pm
San Diego airport
8h 33m
1 Stop
11:38 pm
ORD
Chicago O'Hare Intl airport
Spirit Airlines
10 Sep
ORD
2:30 am
Chicago O'Hare Intl airport
9h 28m
1 Stop
9:58 am
SAN
San Diego airport
142 USD
United Airlines
United Airlines
03 Aug
SAN
3:30 pm
San Diego airport
3h 53m
9:23 pm
ORD
Chicago O'Hare Intl airport
United Airlines
22 Aug
ORD
3:44 pm
Chicago O'Hare Intl airport
4h 14m
5:58 pm
SAN
San Diego airport
189 USD
American Airlines
American Airlines
06 Sep
SAN
3:40 pm
San Diego airport
3h 56m
9:36 pm
ORD
Chicago O'Hare Intl airport
American Airlines
21 Sep
ORD
4:45 am
Chicago O'Hare Intl airport
4h 27m
7:12 am
SAN
San Diego airport
197 USD
American Airlines
American Airlines
22 Sep
SAN
3:40 pm
San Diego airport
3h 56m
9:36 pm
ORD
Chicago O'Hare Intl airport
American Airlines
28 Sep
ORD
4:45 am
Chicago O'Hare Intl airport
4h 27m
7:12 am
SAN
San Diego airport
209 USD

How to get the cheapest flight 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 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?
Friday
The cheapest day of the week is typically Friday. 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 133% 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?
58 days before
The cheapest time to buy a flight from San Diego to Chicago is approximately 58 days to departure
60
Days before departure
0

Flight information for San Diego to Chicago

Find info about flight duration, direct flights, and airports for your flight from San Diego to Chicago
Fastest flight time 3h 50m The fastest flight from San Diego to Chicago takes 3h 50m.
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
Los Angeles to Chicago
Fastest flight time
3h 50m
Cheapest price
230 USD
Palm Springs to Chicago
Fastest flight time
3h 52m
Cheapest price
317 USD
Palm Springs to Chicago
Fastest flight time
8h 22m
Cheapest price
468 USD
View more

Flights from San Diego to:

Flights to Chicago from:

  • San Diego
  • California
  • United States
  • North America