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
31 May
SAN
11:15 pm
San Diego airport
22h 09m
1 Stop
11:24 pm
+1
ORD
Chicago O'Hare Intl airport
Spirit Airlines
01 Jun
ORD
5:34 am
Chicago O'Hare Intl airport
4h 29m
8:03 am
SAN
San Diego airport
151 USD
Spirit Airlines
Spirit Airlines
10 Sep
SAN
11:20 pm
San Diego airport
8h 22m
2 Stops
9:42 am
+1
ORD
Chicago O'Hare Intl airport
Spirit Airlines
18 Sep
ORD
10:40 am
Chicago O'Hare Intl airport
9h 17m
1 Stop
5:57 pm
SAN
San Diego airport
159 USD
United Airlines
United Airlines
01 Sep
SAN
3:30 pm
San Diego airport
3h 59m
9:29 pm
ORD
Chicago O'Hare Intl airport
United Airlines
11 Sep
ORD
2:40 am
Chicago O'Hare Intl airport
9h 13m
1 Stop
9:53 am
SAN
San Diego airport
167 USD
American Airlines
American Airlines
31 May
SAN
6:06 am
San Diego airport
4h 12m
12:18 pm
ORD
Chicago O'Hare Intl airport
American Airlines
04 Jun
ORD
5:34 am
Chicago O'Hare Intl airport
4h 29m
8:03 am
SAN
San Diego airport
209 USD
American Airlines
American Airlines
04 Sep
SAN
7:45 am
San Diego airport
4h 14m
1:59 pm
ORD
Chicago O'Hare Intl airport
American Airlines
08 Sep
ORD
4:45 am
Chicago O'Hare Intl airport
4h 27m
7:12 am
SAN
San Diego airport
215 USD
Southwest
Southwest
05 Sep
SAN
12:00 pm
San Diego airport
3h 45m
5:45 pm
MDW
Chicago Midway airport
Southwest
14 Sep
MDW
8:02 am
Chicago Midway airport
6h 30m
1 Stop
12:32 pm
SAN
San Diego airport
229 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
CHEAPEST MONTH TO FLY
September
The cheapest time of year to fly to Chicago from San Diego is September. Most expensive is November
CHEAPEST DAY TO FLY
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
CHEAPEST TIME TO FLY
in the Afternoon
San Diego to Chicago flights are approximately 33% more expensive in the Morning than in the Afternoon
CHEAPEST AIRLINE
Frontier
Frontier, Spirit Airlines, and American Airlines are the most popular carriers operating from San Diego to Chicago
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
CHEAPEST TIME TO BOOK
53 days before
The cheapest time to buy a flight from San Diego to Chicago is approximately 53 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

Flights from San Diego to:

Flights to Chicago from:

  • San Diego
  • California
  • United States
  • North America