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Cheap flights from Chicago to Tallahassee from $159

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 3/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
5:30 am - 12:28 pm
ORD
-
TLH
5h 58m
1 stop
Delta Logo
7:09 pm - 11:54 pm
TLH
-
ORD
5h 45m
1 stop
$317Delta
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
4:00 pm - 9:32 pm
ORD
-
TLH
4h 32m
1 stop
American Airlines Logo
7:55 pm - 12:06 am
TLH
-
ORD
5h 11m
1 stop
$362American Airlines
Tue, Mar 31 - Mon, Apr 6
Delta Logo
6:00 am - 12:28 pm
MDW
-
TLH
5h 28m
1 stop
Delta Logo
5:12 pm - 10:31 pm
TLH
-
MDW
6h 19m
1 stop
$362Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
12:47 pm - 7:32 pm
MDW
-
TLH
5h 45m
1 stop
Delta Logo
7:09 pm - 10:31 pm
TLH
-
MDW
4h 22m
1 stop
$368Delta
Tue, Mar 24 - Wed, Mar 25
Delta Logo
12:10 pm - 7:36 pm
ORD
-
TLH
6h 26m
1 stop
Delta Logo
3:40 pm - 9:16 pm
TLH
-
ORD
6h 36m
1 stop
$387Delta
Tue, Jul 7 - Tue, Jul 14
Delta Logo
12:10 pm - 7:36 pm
ORD
-
TLH
6h 26m
1 stop
Delta Logo
3:40 pm - 8:18 pm
TLH
-
ORD
5h 38m
1 stop
$397Delta
Sat, Jun 13 - Tue, Jun 16
Delta Logo
10:45 am - 4:27 pm
MDW
-
TLH
4h 42m
1 stop
Delta Logo
5:36 am - 9:56 am
TLH
-
MDW
5h 20m
1 stop
$398Delta
Tue, Mar 31 - Mon, Apr 6
Delta Logo
11:10 am - 6:24 pm
ORD
-
TLH
6h 14m
1 stop
Delta Logo
7:09 pm - 11:54 pm
TLH
-
ORD
5h 45m
1 stop
$398Delta
Wed, Mar 11 - Sun, Mar 15
Delta Logo
6:00 am - 12:28 pm
MDW
-
TLH
5h 28m
1 stop
Delta Logo
5:12 pm - 10:31 pm
TLH
-
MDW
6h 19m
1 stop
$402Delta
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
2:57 pm - 10:07 pm
ORD
-
TLH
6h 10m
1 stop
American Airlines Logo
9:32 am - 2:37 pm
TLH
-
ORD
6h 05m
1 stop
$463American Airlines
Mon, Jun 22 - Mon, Jun 29

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets
Delta
Mar 11
ORD5:30 amChicago O'Hare Intl
5h 58m
1 stop
TLH12:28 pmTallahassee
Mar 18
TLH7:09 pmTallahassee
5h 45m
1 stop
ORD11:54 pmChicago O'Hare Intl
$317
Delta
Mar 10
MDW6:00 amChicago Midway
5h 28m
1 stop
TLH12:28 pmTallahassee
Mar 17
TLH5:12 pmTallahassee
6h 19m
1 stop
MDW10:31 pmChicago Midway
$362
Delta
Mar 24
MDW12:47 pmChicago Midway
5h 45m
1 stop
TLH7:32 pmTallahassee
Mar 25
TLH7:09 pmTallahassee
4h 22m
1 stop
MDW10:31 pmChicago Midway
$368

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets
American Airlines
Mar 31
ORD12:15 pmChicago O'Hare Intl
7h 06m
1 stop
TLH8:21 pmTallahassee
Apr 6
TLH7:55 pmTallahassee
5h 11m
1 stop
ORD12:06 amChicago O'Hare Intl
$362
American Airlines
Jun 22
ORD2:57 pmChicago O'Hare Intl
6h 10m
1 stop
TLH10:07 pmTallahassee
Jun 29
TLH9:32 amTallahassee
6h 05m
1 stop
ORD2:37 pmChicago O'Hare Intl
$463
American Airlines
Mar 11
ORD6:10 amChicago O'Hare Intl
6h 26m
1 stop
TLH1:36 pmTallahassee
Mar 15
TLH7:55 pmTallahassee
5h 21m
1 stop
ORD12:16 amChicago O'Hare Intl
$483

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 February 20, 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

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 3/11

5:30 am-12:28 pm

1 stop5h 58m

Tallahassee

Wed 3/18

7:09 pm-11:54 pm

1 stop5h 45m

$317

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 3/31

4:00 pm-9:32 pm

1 stop4h 32m

Tallahassee

Mon 4/6

7:55 pm-12:06 am

1 stop5h 11m

$362

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/10

6:00 am-12:28 pm

1 stop5h 28m

Tallahassee

Tue 3/17

5:12 pm-10:31 pm

1 stop6h 19m

$362

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/24

12:47 pm-7:32 pm

1 stop5h 45m

Tallahassee

Wed 3/25

7:09 pm-10:31 pm

1 stop4h 22m

$368

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 7/7

12:10 pm-7:36 pm

1 stop6h 26m

Tallahassee

Tue 7/14

3:40 pm-9:16 pm

1 stop6h 36m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 6/13

12:10 pm-7:36 pm

1 stop6h 26m

Tallahassee

Tue 6/16

3:40 pm-8:18 pm

1 stop5h 38m

$397

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/31

10:45 am-4:27 pm

1 stop4h 42m

Tallahassee

Mon 4/6

5:36 am-9:56 am

1 stop5h 20m

$398

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 3/11

11:10 am-6:24 pm

1 stop6h 14m

Tallahassee

Sun 3/15

7:09 pm-11:54 pm

1 stop5h 45m

$398

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/10

6:00 am-12:28 pm

1 stop5h 28m

Tallahassee

Tue 3/17

5:12 pm-10:31 pm

1 stop6h 19m

$402

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Mon 6/22

2:57 pm-10:07 pm

1 stop6h 10m

Tallahassee

Mon 6/29

9:32 am-2:37 pm

1 stop6h 05m

$463

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 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
8,215 reviews
Search Delta flights
American AirlinesPriceFrom $356Free CancellationRating
7.2
11,320 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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