Flexible with your travel plans?

Alternative routes between San Diego and Chicago

Alternative departures
Los Angeles to Chicago
245 - 454 USD
Phoenix to Chicago
Las Vegas to Chicago
Santa Ana to Chicago
Long Beach to Chicago
Alternative destinations
San Diego to Indianapolis
San Diego to Detroit
San Diego to Columbus
424 - 469 USD
San Diego to Springfield
San Diego to Cincinnati
Go for less - experience more

Cheap flights from San Diego to Chicago

Cheapest day of week is typically Tuesday and the most expensive is typically Sunday.
-
USD 277
Spirit Airlines
SAN → ORD
1 stop
Spirit Airlines
ORD → SAN
1 stop
This price was found hours ago.
-
USD 278
Spirit Airlines
SAN → ORD
1 stop
Spirit Airlines
ORD → SAN
1 stop
This price was found days ago.
-
USD 326
American Airlines
SAN → ORD
Direct
United Airlines
ORD → SAN
1 stop
This price was found days ago.
Just getting there

One-way flights to Chicago from San Diego

Try booking 2 to 4 months in advance of your flight from San Diego to Chicago to get the cheapest fares.
-
USD 138
Spirit Airlines
SAN → ORD
1 stop
This price was found days ago.
-
USD 164
American Airlines
SAN → ORD
Direct
This price was found days ago.
-
USD 167
Frontier Airlines
SAN → MDW
1 stop
This price was found days ago.
Coming or going?

Cheap flights from Chicago to San Diego

Momondo users most often book with Tripsta, FaregeekUS or Govoyages for San Diego to Chicago flights.
-
USD 275
Frontier Airlines
MDW → SAN
1 stop
Frontier Airlines
SAN → MDW
1 stop
This price was found days ago.
-
USD 292
Spirit Airlines
ORD → SAN
1 stop
Spirit Airlines
SAN → ORD
1 stop
This price was found one day ago.
-
USD 300
Frontier Airlines
MDW → SAN
1 stop
Frontier Airlines
SAN → MDW
1 stop
This price was found days ago.
Be prepared

San Diego - Chicago flight info

The distance from San Diego to Chicago 2,784 kilometres.

The cheapest flights from San Diego to Chicago are currently available between 7/28/2013 and 8/30/2013.

United Airlines, US Airways and Spirit Airlines are the most popular choices flying from San Diego to Chicago.

Stop-off cities for indirect flights from San Diego to Chicago include Sky Harbor Intl, Los Angeles Intl and Nth Kentucky.

We've got 16 booking sites supporting this and nearby routes.