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Cheap flights from Chicago to Tallahassee from $124

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 7/1. 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
0 bags

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Find the cheapest flights from Chicago to Tallahassee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 12:11 pm
MDW
-
TLH
5h 11m
1 stop
Delta Logo
5:34 am - 9:56 am
TLH
-
MDW
5h 22m
1 stop
$357Delta
Sat, Apr 25 - Tue, Apr 28
Delta Logo
7:10 am - 12:11 pm
ORD
-
TLH
4h 01m
1 stop
Delta Logo
6:44 pm - 10:21 pm
TLH
-
ORD
4h 37m
1 stop
$357Delta
Sat, Apr 25 - Tue, Apr 28
Delta Logo
6:23 am - 8:43 pm
MDW
-
TLH
13h 20m
1 stop
Delta Logo
8:29 am - 9:09 pm
TLH
-
MDW
13h 40m
1 stop
$387Delta
Thu, May 28 - Sat, Jun 6
Delta Logo
11:26 am - 8:43 pm
ORD
-
TLH
8h 17m
1 stop
Delta Logo
7:01 pm - 8:38 am
TLH
-
ORD
14h 37m
1 stop
$387Delta
Thu, May 28 - Mon, Jun 8
American Airlines Logo
5:00 am - 11:42 am
ORD
-
TLH
5h 42m
1 stop
American Airlines Logo
7:48 pm - 11:59 pm
TLH
-
ORD
5h 11m
1 stop
$392American Airlines
Sat, May 16 - Tue, May 26
Delta Logo
6:00 am - 12:11 pm
MDW
-
TLH
5h 11m
1 stop
Delta Logo
5:15 pm - 9:56 am
TLH
-
MDW
17h 41m
1 stop
$393Delta
Sat, Apr 25 - Mon, Apr 27
Delta Logo
12:52 pm - 6:20 pm
MDW
-
TLH
4h 28m
1 stop
Delta Logo
6:44 pm - 10:28 pm
TLH
-
MDW
4h 44m
1 stop
$402Delta
Thu, Apr 23 - Tue, Apr 28
Delta Logo
2:25 pm - 10:32 pm
ORD
-
TLH
7h 07m
1 stop
Delta Logo
6:44 pm - 10:21 pm
TLH
-
ORD
4h 37m
1 stop
$402Delta
Thu, Apr 23 - Tue, Apr 28
Delta Logo
5:21 pm - 9:23 am
MDW
-
TLH
15h 02m
1 stop
Delta Logo
7:05 pm - 10:28 pm
TLH
-
MDW
4h 23m
1 stop
$409Delta
Fri, May 1 - Wed, May 6
American Airlines Logo
6:04 am - 1:05 pm
ORD
-
TLH
6h 01m
1 stop
American Airlines Logo
9:50 am - 4:38 pm
TLH
-
ORD
7h 48m
1 stop
$435American Airlines
Wed, Apr 15 - Wed, Apr 22

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets
American Airlines
May 16
ORD5:00 amChicago O'Hare Intl
5h 42m
1 stop
TLH11:42 amTallahassee
May 26
TLH7:48 pmTallahassee
5h 11m
1 stop
ORD11:59 pmChicago O'Hare Intl
$392
American Airlines
Apr 15
ORD6:04 amChicago O'Hare Intl
6h 01m
1 stop
TLH1:05 pmTallahassee
Apr 22
TLH9:50 amTallahassee
7h 48m
1 stop
ORD4:38 pmChicago O'Hare Intl
$435
American Airlines
May 30
ORD5:00 amChicago O'Hare Intl
5h 20m
1 stop
TLH11:20 amTallahassee
Jun 2
TLH3:27 pmTallahassee
5h 21m
1 stop
ORD7:48 pmChicago O'Hare Intl
$437

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets
Delta
Apr 25
MDW6:00 amChicago Midway
5h 11m
1 stop
TLH12:11 pmTallahassee
Apr 28
TLH5:34 amTallahassee
5h 22m
1 stop
MDW9:56 amChicago Midway
$357
Delta
May 28
MDW6:23 amChicago Midway
13h 20m
1 stop
TLH8:43 pmTallahassee
Jun 6
TLH8:29 amTallahassee
13h 40m
1 stop
MDW9:09 pmChicago Midway
$387
Delta
Apr 25
MDW6:00 amChicago Midway
5h 11m
1 stop
TLH12:11 pmTallahassee
Apr 27
TLH5:15 pmTallahassee
17h 41m
1 stop
MDW9:56 amChicago Midway
$393

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 March 30, 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

MDW - TLH

MDWTLH

Chicago Midway

Sat 4/25

6:00 am-12:11 pm

1 stop5h 11m

Tallahassee

Tue 4/28

5:34 am-9:56 am

1 stop5h 22m

$357
Quickest round-trip

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 4/25

7:10 am-12:11 pm

1 stop4h 01m

Tallahassee

Tue 4/28

6:44 pm-10:21 pm

1 stop4h 37m

$357

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 5/28

6:23 am-8:43 pm

1 stop13h 20m

Tallahassee

Sat 6/6

8:29 am-9:09 pm

1 stop13h 40m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 5/28

11:26 am-8:43 pm

1 stop8h 17m

Tallahassee

Mon 6/8

7:01 pm-8:38 am

1 stop14h 37m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 5/16

5:00 am-11:42 am

1 stop5h 42m

Tallahassee

Tue 5/26

7:48 pm-11:59 pm

1 stop5h 11m

$392

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 4/25

6:00 am-12:11 pm

1 stop5h 11m

Tallahassee

Mon 4/27

5:15 pm-9:56 am

1 stop17h 41m

$393

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 4/23

12:52 pm-6:20 pm

1 stop4h 28m

Tallahassee

Tue 4/28

6:44 pm-10:28 pm

1 stop4h 44m

$402

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 4/23

2:25 pm-10:32 pm

1 stop7h 07m

Tallahassee

Tue 4/28

6:44 pm-10:21 pm

1 stop4h 37m

$402

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 5/1

5:21 pm-9:23 am

1 stop15h 02m

Tallahassee

Wed 5/6

7:05 pm-10:28 pm

1 stop4h 23m

$409

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 4/15

6:04 am-1:05 pm

1 stop6h 01m

Tallahassee

Wed 4/22

9:50 am-4:38 pm

1 stop7h 48m

$435

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 August. Flight prices, which tend to average around $341, are often lower during this time because this is during the off-season. If you don’t want to visit Tallahassee in August, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $397.

Can stopping save me money on Chicago to Tallahassee flights?

You could potentially save up to 18% on your flight if you consider stops on a Chicago to Tallahassee flight.

How have Chicago to Tallahassee flight prices changed over time?

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 01m

Direct flights

None
The fastest flight from Chicago to Tallahassee takes 4h 01m
There are no direct flights from Chicago to Tallahassee. There are no popular flight routes from Chicago to Tallahassee.
Search flight deals

  • How far is Chicago to Tallahassee by plane?

    There are 811.3 mi between Chicago and Tallahassee. 4h 01m 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
7.9
8,358 reviews
Search Delta flights
American AirlinesPriceFrom $356Free CancellationRating
7.1
11,530 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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