What airlines fly to Tallahassee?

United Airlines, Delta and Southwest are the top three most popular airlines that fly to Tallahassee from Chicago according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Tallahassee. Keep in mind that there are 4 different airlines that fly to Tallahassee on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Tallahassee?

American Airlines and Delta are the most popular carriers operating from Chicago to Tallahassee

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?

As of December 2025, there are 2 operators available to choose from 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.

$309 Cheap Flights from Chicago to Tallahassee in 2025/26

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

Prices are currently low for flights on this route. Typical prices usually range from $406 to $476. The lowest price recently found on this route was $317.

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Find the cheapest flights from Chicago to Tallahassee

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:21 am - 4:47 pm

MDW

TLH

4h 26m1 stop

5:00 pm - 10:22 pm

TLH

MDW

6h 22m1 stop

$317Delta

sam., janv. 17 - sam., janv. 24

2:50 pm - 10:20 pm

ORD

TLH

6h 30m1 stop

5:30 am - 10:13 am

TLH

ORD

5h 43m1 stop

$317Delta

sam., janv. 17 - sam., janv. 24

6:25 am - 12:28 pm

MDW

TLH

5h 03m1 stop

1:16 pm - 4:55 pm

TLH

MDW

4h 39m1 stop

$387Delta

mar., mars 10 - mar., mars 17

11:10 am - 6:24 pm

ORD

TLH

6h 14m1 stop

1:16 pm - 4:49 pm

TLH

ORD

4h 33m1 stop

$387Delta

mar., mars 10 - mar., mars 17

9:50 am - 3:05 pm

ORD

TLH

4h 15m1 stop

7:09 pm - 11:59 pm

TLH

ORD

5h 50m1 stop

$397Delta

mer., mars 11 - lun., mars 16

6:00 am - 12:43 pm

MDW

TLH

5h 43m1 stop

1:28 pm - 5:45 pm

TLH

MDW

5h 17m1 stop

$407Delta

jeu., févr. 12 - lun., févr. 16

7:10 am - 2:42 pm

ORD

TLH

6h 32m1 stop

7:15 pm - 11:55 pm

TLH

ORD

5h 40m1 stop

$407Delta

sam., juin 20 - ven., juin 26

10:45 am - 4:27 pm

MDW

TLH

4h 42m1 stop

5:36 am - 9:56 am

TLH

MDW

5h 20m1 stop

$423Delta

mer., avr. 1 - dim., avr. 5

12:35 pm - 8:13 pm

ORD

TLH

6h 38m1 stop

5:46 am - 10:38 am

TLH

ORD

5h 52m1 stop

$473American Airlines

mer., mars 11 - dim., mars 15

4:00 pm - 11:04 pm

ORD

TLH

6h 04m1 stop

5:46 am - 10:38 am

TLH

ORD

5h 52m1 stop

$483American Airlines

jeu., mars 12 - dim., mars 15

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets

Delta

Jan 17

MDW11:21 amChicago Midway

4h 26m

1 stop

TLH4:47 pmTallahassee

Jan 24

TLH5:00 pmTallahassee

6h 22m

1 stop

MDW10:22 pmChicago Midway

$317

Find similar

Delta

Mar 10

MDW6:25 amChicago Midway

5h 03m

1 stop

TLH12:28 pmTallahassee

Mar 17

TLH1:16 pmTallahassee

4h 39m

1 stop

MDW4:55 pmChicago Midway

$387

Find similar

Delta

Mar 11

ORD9:50 amChicago O'Hare Intl

4h 15m

1 stop

TLH3:05 pmTallahassee

Mar 16

TLH7:09 pmTallahassee

5h 50m

1 stop

ORD11:59 pmChicago O'Hare Intl

$397

Find similar

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets

American Airlines

Mar 11

ORD12:35 pmChicago O'Hare Intl

6h 38m

1 stop

TLH8:13 pmTallahassee

Mar 15

TLH5:46 amTallahassee

5h 52m

1 stop

ORD10:38 amChicago O'Hare Intl

$473

Find similar

American Airlines

Mar 12

ORD4:00 pmChicago O'Hare Intl

6h 04m

1 stop

TLH11:04 pmTallahassee

Mar 15

TLH5:46 amTallahassee

5h 52m

1 stop

ORD10:38 amChicago O'Hare Intl

$483

Find similar

American Airlines

Mar 12

ORD2:57 pmChicago O'Hare Intl

8h 02m

1 stop

TLH11:59 pmTallahassee

Mar 14

TLH5:46 amTallahassee

8h 29m

1 stop

ORD1:15 pmChicago O'Hare Intl

$518

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

sam. 1/17

11:21 am-4:47 pm

1 stop4h 26m

Tallahassee

sam. 1/24

5:00 pm-10:22 pm

1 stop6h 22m

$317

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

sam. 1/17

2:50 pm-10:20 pm

1 stop6h 30m

Tallahassee

sam. 1/24

5:30 am-10:13 am

1 stop5h 43m

$317

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

mar. 3/10

6:25 am-12:28 pm

1 stop5h 03m

Tallahassee

mar. 3/17

1:16 pm-4:55 pm

1 stop4h 39m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

mar. 3/10

11:10 am-6:24 pm

1 stop6h 14m

Tallahassee

mar. 3/17

1:16 pm-4:49 pm

1 stop4h 33m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

mer. 3/11

9:50 am-3:05 pm

1 stop4h 15m

Tallahassee

lun. 3/16

7:09 pm-11:59 pm

1 stop5h 50m

$397

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

jeu. 2/12

6:00 am-12:43 pm

1 stop5h 43m

Tallahassee

lun. 2/16

1:28 pm-5:45 pm

1 stop5h 17m

$407

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

sam. 6/20

7:10 am-2:42 pm

1 stop6h 32m

Tallahassee

ven. 6/26

7:15 pm-11:55 pm

1 stop5h 40m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

mer. 4/1

10:45 am-4:27 pm

1 stop4h 42m

Tallahassee

dim. 4/5

5:36 am-9:56 am

1 stop5h 20m

$423

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

mer. 3/11

12:35 pm-8:13 pm

1 stop6h 38m

Tallahassee

dim. 3/15

5:46 am-10:38 am

1 stop5h 52m

$473

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

jeu. 3/12

4:00 pm-11:04 pm

1 stop6h 04m

Tallahassee

dim. 3/15

5:46 am-10:38 am

1 stop5h 52m

$483

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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.

What is the cheapest day to depart on your flight to Tallahassee?

The cheapest day to depart from Chicago to Tallahassee is on a Saturday. Travelers who choose to depart for Tallahassee on a Saturday will often find tickets for as low as $497. On the other hand, Thursday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $655.

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	3h 45m
Direct flights	None

The fastest flight from Chicago to Tallahassee takes 3h 45m

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. 3h 45m 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?
As of December 2025, there are 2 operators available to choose from 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?
Based on momondo bookings for flights between Chicago and Tallahassee, the leading airline is American Airlines, making up 51% of the total bookings. Other popular airlines include Delta with 49%.

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
Delta	PriceFrom $296	Free Cancellation	Rating 7.9 8,019 reviews		Search Delta flights
American Airlines	PriceFrom $356	Free Cancellation	Rating 7.2 11,072 reviews		Search American Airlines flights

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

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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.