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

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.

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.

$194 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 $557 to $755. The lowest price recently found on this route was $317.

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Find the cheapest flights from Chicago to Tallahassee

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:45 am - 1:23 pm

MDW

TLH

5h 38m1 stop

5:30 am - 9:53 am

TLH

MDW

5h 23m1 stop

$317Delta

Sat, Jan 17 - Sat, Jan 24

7:05 am - 1:02 pm

ORD

TLH

4h 57m1 stop

1:45 pm - 7:21 pm

TLH

ORD

6h 36m1 stop

$317Delta

Sat, Jan 24 - Tue, Jan 27

5:50 pm - 11:57 pm

ORD

TLH

5h 07m1 stop

2:45 pm - 7:50 pm

TLH

ORD

6h 05m1 stop

$318American Airlines

Sat, Jan 24 - Mon, Jan 26

3:21 pm - 11:33 pm

ORD

TLH

7h 12m1 stop

6:53 pm - 11:27 pm

TLH

ORD

5h 34m1 stop

$319American Airlines

Fri, Jan 16 - Fri, Jan 23

5:30 am - 1:04 pm

ORD

TLH

6h 34m1 stop

5:30 am - 10:05 am

TLH

ORD

5h 35m1 stop

$362Delta

Fri, Jan 23 - Tue, Jan 27

6:00 am - 1:04 pm

MDW

TLH

6h 04m1 stop

7:29 pm - 10:22 pm

TLH

MDW

3h 53m1 stop

$363Delta

Thu, Jan 29 - Thu, Feb 5

12:55 pm - 1:27 pm

ORD

TLH

23h 32m2 stops

5:30 am - 8:42 am

TLH

ORD

4h 12m1 stop

$373Delta

Sat, Jan 24 - Tue, Jan 27

10:49 am - 4:23 pm

MDW

TLH

4h 34m1 stop

5:08 pm - 10:29 pm

TLH

MDW

6h 21m1 stop

$387Delta

Tue, Mar 10 - Tue, Mar 17

9:43 am - 2:55 pm

ORD

TLH

4h 12m1 stop

12:53 pm - 4:49 pm

TLH

ORD

4h 56m1 stop

$387Delta

Tue, Mar 10 - Tue, Mar 17

2:25 pm - 7:32 pm

ORD

TLH

4h 07m1 stop

7:07 pm - 11:56 pm

TLH

ORD

5h 49m1 stop

$397Delta

Wed, Mar 11 - Mon, Mar 16

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets

Delta

Jan 24

ORD7:05 amChicago O'Hare Intl

4h 57m

1 stop

TLH1:02 pmTallahassee

Jan 27

TLH1:45 pmTallahassee

6h 36m

1 stop

ORD7:21 pmChicago O'Hare Intl

$317

Find similar

Delta

Jan 23

ORD5:30 amChicago O'Hare Intl

6h 34m

1 stop

TLH1:04 pmTallahassee

Jan 27

TLH5:30 amTallahassee

5h 35m

1 stop

ORD10:05 amChicago O'Hare Intl

$362

Find similar

Delta

Jan 29

MDW6:00 amChicago Midway

6h 04m

1 stop

TLH1:04 pmTallahassee

Feb 5

TLH7:29 pmTallahassee

3h 53m

1 stop

MDW10:22 pmChicago Midway

$363

Find similar

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets

American Airlines

Jan 24

ORD5:50 pmChicago O'Hare Intl

5h 07m

1 stop

TLH11:57 pmTallahassee

Jan 26

TLH2:45 pmTallahassee

6h 05m

1 stop

ORD7:50 pmChicago O'Hare Intl

$318

Find similar

American Airlines

Jan 16

ORD3:21 pmChicago O'Hare Intl

7h 12m

1 stop

TLH11:33 pmTallahassee

Jan 23

TLH6:53 pmTallahassee

5h 34m

1 stop

ORD11:27 pmChicago O'Hare Intl

$319

Find similar

American Airlines

Feb 16

ORD6:10 amChicago O'Hare Intl

6h 17m

1 stop

TLH1:27 pmTallahassee

Feb 17

TLH7:10 amTallahassee

7h 07m

1 stop

ORD1:17 pmChicago O'Hare Intl

$479

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 1/17

6:45 am-1:23 pm

1 stop5h 38m

Tallahassee

Sat 1/24

5:30 am-9:53 am

1 stop5h 23m

$317

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 1/24

7:05 am-1:02 pm

1 stop4h 57m

Tallahassee

Tue 1/27

1:45 pm-7:21 pm

1 stop6h 36m

$317

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 1/24

5:50 pm-11:57 pm

1 stop5h 07m

Tallahassee

Mon 1/26

2:45 pm-7:50 pm

1 stop6h 05m

$318

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 1/16

3:21 pm-11:33 pm

1 stop7h 12m

Tallahassee

Fri 1/23

6:53 pm-11:27 pm

1 stop5h 34m

$319

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 1/23

5:30 am-1:04 pm

1 stop6h 34m

Tallahassee

Tue 1/27

5:30 am-10:05 am

1 stop5h 35m

$362

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 1/29

6:00 am-1:04 pm

1 stop6h 04m

Tallahassee

Thu 2/5

7:29 pm-10:22 pm

1 stop3h 53m

$363

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 1/24

12:55 pm-1:27 pm

2 stops23h 32m

Tallahassee

Tue 1/27

5:30 am-8:42 am

1 stop4h 12m

$373

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/10

10:49 am-4:23 pm

1 stop4h 34m

Tallahassee

Tue 3/17

5:08 pm-10:29 pm

1 stop6h 21m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 3/10

9:43 am-2:55 pm

1 stop4h 12m

Tallahassee

Tue 3/17

12:53 pm-4:49 pm

1 stop4h 56m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 3/11

2:25 pm-7:32 pm

1 stop4h 07m

Tallahassee

Mon 3/16

7:07 pm-11:56 pm

1 stop5h 49m

$397

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.

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

Our data shows that the cheapest Chicago to Tallahassee flights are usually those with departure times at noon. Our users have found flights to Tallahassee at noon for as low as $589. Try not to purchase tickets in the afternoon because they tend to be around $647. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 40m
Direct flights	None

The fastest flight from Chicago to Tallahassee takes 3h 40m

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 40m 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 53% of the total bookings. Other popular airlines include Delta with 47%.

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 8,005 reviews		Search Delta flights
American Airlines	PriceFrom $356	Free Cancellation	Rating 7.2 11,054 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.