Earn point on your loyalty program!arrow arc left

Cheap flights from Tallahassee (TLH) 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 Tallahassee (TLH) to Chicago (CHI)

How to find the cheapest flight from Tallahassee (TLH) 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 Tallahassee (TLH) 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 Tallahassee (TLH) 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 Tallahassee to Chicago in September , October 2026

29 Sep - 15 Oct $ 453.00
TLH
Tallahassee
BREEZE
2 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates
29 Sep - 01 Nov $ 499.00
TLH
Tallahassee
BREEZE
2 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates
29 Sep - 15 Oct $ 504.00
TLH
Tallahassee
BREEZE
2 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates

Last minute flights from Tallahassee to Chicago

29 Sep - 01 Oct $ 682.00
TLH
Tallahassee
BREEZE
2 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates
29 Sep - 01 Oct $ 774.00
TLH
Tallahassee
BREEZE
2 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates
29 Sep - 01 Oct $ 793.00
TLH
Tallahassee
BREEZE
1 STOPS
CHI
Chicago
CHI
Chicago
BREEZE
1 STOPS
TLH
Tallahassee
Pick dates

One-way flights to Chicago from Tallahassee

11:10 AM - 8:51 PM
Frontier Airlines
2 Stops
12h 49m
TLH - CHI
$ 334
Kiwi
Pick dates
3:52 PM - 12:53 PM
Frontier Airlines
1 Stops
24h 28m
TLH - CHI
$ 352
Kiwi
Pick dates
3:52 PM - 8:55 PM
JetBlue Airways
1 Stops
8h 16m
TLH - CHI
$ 445
Kiwi
Pick dates

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