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Cheap flights from Chicago to Tallahassee from $144

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Tallahassee departing on 10/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Tallahassee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:50 pm - 1:37 pm
ORD
-
TLH
22h 47m
2 stops
Multiple Airlines Logo
2:17 pm - 12:50 pm
TLH
-
ORD
23h 33m
1 stop
$267Multiple Airlines
Mon, Aug 17 - Tue, Aug 25
Multiple Airlines Logo
5:59 pm - 12:07 pm
ORD
-
TLH
41h 08m
2 stops
Multiple Airlines Logo
2:17 pm - 12:50 pm
TLH
-
ORD
23h 33m
1 stop
$271Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
1:50 pm - 12:07 pm
ORD
-
TLH
21h 17m
2 stops
Multiple Airlines Logo
2:17 pm - 12:50 pm
TLH
-
ORD
23h 33m
1 stop
$273Multiple Airlines
Sat, Aug 15 - Tue, Aug 25
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
Multiple Airlines Logo
8:08 am - 7:53 am
TLH
-
ORD
24h 45m
2 stops
$277Multiple Airlines
Wed, Aug 12 - Sun, Aug 23
Multiple Airlines Logo
5:59 pm - 12:07 pm
ORD
-
TLH
41h 08m
2 stops
Multiple Airlines Logo
2:17 pm - 12:50 pm
TLH
-
ORD
23h 33m
1 stop
$278Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
Multiple Airlines Logo
8:08 am - 7:53 am
TLH
-
ORD
48h 45m
2 stops
$283Multiple Airlines
Wed, Aug 12 - Thu, Aug 20
Multiple Airlines Logo
5:59 pm - 12:07 pm
ORD
-
TLH
41h 08m
2 stops
Multiple Airlines Logo
2:17 pm - 12:50 pm
TLH
-
ORD
23h 33m
1 stop
$291Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
Multiple Airlines Logo
1:50 pm - 12:07 pm
ORD
-
TLH
21h 17m
2 stops
Multiple Airlines Logo
12:47 pm - 12:50 pm
TLH
-
ORD
25h 03m
1 stop
$294Multiple Airlines
Sat, Aug 15 - Thu, Aug 20
Delta Logo
12:46 pm - 11:03 pm
MDW
-
TLH
9h 17m
1 stop
Delta Logo
3:49 pm - 10:36 pm
TLH
-
MDW
7h 47m
1 stop
$343Delta
Wed, Aug 12 - Wed, Aug 19
Delta Logo
6:05 am - 2:59 pm
MDW
-
TLH
7h 54m
1 stop
Delta Logo
8:05 am - 3:38 pm
TLH
-
MDW
8h 33m
1 stop
$364Delta
Fri, Aug 14 - Sat, Aug 22

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American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets
American Airlines
Aug 2
ORD6:30 amChicago O'Hare Intl
7h 30m
1 stop
TLH3:00 pmTallahassee
Aug 9
TLH11:22 amTallahassee
6h 21m
1 stop
ORD4:43 pmChicago O'Hare Intl
$457
American Airlines
Aug 1
ORD9:00 amChicago O'Hare Intl
7h 25m
1 stop
TLH5:25 pmTallahassee
Aug 3
TLH5:50 pmTallahassee
7h 11m
1 stop
ORD12:01 amChicago O'Hare Intl
$467
American Airlines
Sep 25
ORD2:29 pmChicago O'Hare Intl
8h 09m
1 stop
TLH11:38 pmTallahassee
Sep 27
TLH7:47 pmTallahassee
5h 12m
1 stop
ORD11:59 pmChicago O'Hare Intl
$499

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets
Delta
Aug 12
MDW12:46 pmChicago Midway
9h 17m
1 stop
TLH11:03 pmTallahassee
Aug 19
TLH3:49 pmTallahassee
7h 47m
1 stop
MDW10:36 pmChicago Midway
$343
Delta
Aug 14
MDW6:05 amChicago Midway
7h 54m
1 stop
TLH2:59 pmTallahassee
Aug 22
TLH8:05 amTallahassee
8h 33m
1 stop
MDW3:38 pmChicago Midway
$364
Delta
Aug 18
MDW5:10 pmChicago Midway
4h 53m
1 stop
TLH11:03 pmTallahassee
Aug 25
TLH10:23 amTallahassee
6h 52m
1 stop
MDW4:15 pmChicago Midway
$427

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Tallahassee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 8, 2026.
Use the filters below to find and compare flights from Chicago to Tallahassee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Mon 8/17

1:50 pm-1:37 pm

2 stops22h 47m

Tallahassee

Tue 8/25

2:17 pm-12:50 pm

1 stop23h 33m

$267

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 8/18

5:59 pm-12:07 pm

2 stops41h 08m

Tallahassee

Tue 8/25

2:17 pm-12:50 pm

1 stop23h 33m

$271

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 8/15

1:50 pm-12:07 pm

2 stops21h 17m

Tallahassee

Tue 8/25

2:17 pm-12:50 pm

1 stop23h 33m

$273

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 8/12

8:05 am-7:28 am

1 stop22h 23m

Tallahassee

Sun 8/23

8:08 am-7:53 am

2 stops24h 45m

$277

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 8/18

5:59 pm-12:07 pm

2 stops41h 08m

Tallahassee

Tue 8/25

2:17 pm-12:50 pm

1 stop23h 33m

$278

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 8/12

8:05 am-7:28 am

1 stop22h 23m

Tallahassee

Thu 8/20

8:08 am-7:53 am

2 stops48h 45m

$283

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 8/18

5:59 pm-12:07 pm

2 stops41h 08m

Tallahassee

Tue 8/25

2:17 pm-12:50 pm

1 stop23h 33m

$291

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 8/15

1:50 pm-12:07 pm

2 stops21h 17m

Tallahassee

Thu 8/20

12:47 pm-12:50 pm

1 stop25h 03m

$294

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Wed 8/12

12:46 pm-11:03 pm

1 stop9h 17m

Tallahassee

Wed 8/19

3:49 pm-10:36 pm

1 stop7h 47m

$343
Quickest round-trip

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 8/14

6:05 am-2:59 pm

1 stop7h 54m

Tallahassee

Sat 8/22

8:05 am-3:38 pm

1 stop8h 33m

$364

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Tallahassee from

How to get the cheapest flight ticket from Chicago to Tallahassee

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 ticket for your trip

What is the typical price of a round-trip flight between Chicago and Tallahassee?

What is the cheapest month to fly to Tallahassee?

The cheapest month to fly to Tallahassee from Chicago is in October. Flight prices, which tend to average around $296, are often lower during this time because this is during the off-season. If you don’t want to visit Tallahassee in October, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $296.

Can stopping save me money on Chicago to Tallahassee flights?

You could potentially save up to 6% on your flight if you consider stops on a Chicago to Tallahassee flight.

When to book flights from Chicago to Tallahassee

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Tallahassee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Tallahassee (CHI to TLH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Tallahassee

Fastest flight time

4h 15m

Direct flights

None
The fastest flight from Chicago to Tallahassee takes 4h 15m
There are no direct flights from Chicago to Tallahassee. There are no popular flight routes from Chicago to Tallahassee.
Search flight deals

Frequently asked questions about flying from Chicago to Tallahassee

  • How far is Chicago to Tallahassee by plane?

    There are 811.3 mi between Chicago and Tallahassee. 4h 15m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago to Tallahassee Airport?

    Prices for flights from Chicago to Tallahassee Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Tallahassee Airport?

  • How old do you have to be to fly from Chicago to Tallahassee Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Tallahassee Airport.

  • What documentation or ID do you need to fly to Tallahassee Airport?

    The required travel and health documents for your Tallahassee Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Tallahassee Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Tallahassee?

Best airlines flying from Chicago to Tallahassee

Compare and see reviews for airlines that fly from Chicago to Tallahassee with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $296Free CancellationRating
7.8
8,451 reviews
Search Delta flights
American AirlinesPriceFrom $406Free CancellationRating
7.1
11,783 reviews
Search American Airlines flights

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
St. George Island
Thomasville
Apalachicola
Midway

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Tallahassee?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Tallahassee. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Tallahassee with flexible booking policies on momondo?

Flights from Chicago to Tallahassee with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Tallahassee?

Once you have performed a search for Chicago to Tallahassee flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Tallahassee right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Tallahassee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Tallahassee and let you know when they change.

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