Earn point on your loyalty program!arrow arc left

Cheap flights from Louisville (SDF) to Chicago (CHI)

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)

How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Louisville to Chicago in April , May 2026

29 Apr - 06 May $ 327.00
SDF
Louisville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SDF
Louisville
Pick dates
29 Apr - 06 May $ 327.00
SDF
Louisville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SDF
Louisville
Pick dates
29 Apr - 06 May $ 327.00
SDF
Louisville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SDF
Louisville
Pick dates

Last minute flights from Louisville to Chicago

14 Apr - 01 May $ 199.00
SDF
Louisville
Spirit Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Spirit Airlines
1 STOPS
SDF
Louisville
Pick dates
28 Apr - 30 Apr $ 534.00
SDF
Louisville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SDF
Louisville
Pick dates
28 Apr - 30 Apr $ 534.00
SDF
Louisville
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
SDF
Louisville
Pick dates

One-way flights to Chicago from Louisville

1:55 PM - 1:55 PM
United Airlines
0 Stops
1h 38m
SDF - CHI
$ 129
Kiwi
Pick dates
10:00 AM - 10:00 AM
United Airlines
0 Stops
1h 38m
SDF - CHI
$ 320
Kiwi
Pick dates
10:00 AM - 10:00 AM
United Airlines
0 Stops
1h 38m
SDF - CHI
$ 321
Kiwi
Pick dates

How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Louisville (SDF) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.