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 45% 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 September 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.

$159 Cheap Flights from Chicago to Tallahassee in 2025/26

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Find the cheapest flights from Chicago to Tallahassee

Round-trip

One-way

Last minute

Cheap round-trip flights

11:19 am - 4:36 pmORD-TLH

4h 17m1 stop

10:20 am - 4:39 pmTLH-ORD

7h 19m1 stop

$317Delta

Find Deal

Sat, Feb 14 - Sat, Feb 21

4:23 pm - 10:36 pmMDW-TLH

5h 13m1 stop

7:08 pm - 11:32 pmTLH-MDW

5h 24m1 stop

$362Delta

Find Deal

Sat, Nov 8 - Mon, Nov 10

2:45 pm - 10:22 pmORD-TLH

6h 37m1 stop

5:10 pm - 9:14 pmTLH-ORD

5h 04m1 stop

$362Delta

Find Deal

Sat, Feb 14 - Mon, Feb 23

11:19 am - 4:36 pmORD-TLH

4h 17m1 stop

10:20 am - 9:56 pmTLH-ORD

12h 36m2 stops

$365Delta

Find Deal

Sat, Feb 14 - Sat, Feb 21

5:50 am - 8:47 pmORD-TLH

13h 57m1 stop

5:35 am - 8:39 amTLH-ORD

4h 04m1 stop

$381Delta

Find Deal

Thu, Feb 19 - Wed, Feb 25

5:10 am - 10:35 amORD-TLH

4h 25m1 stop

5:55 pm - 9:40 pmTLH-ORD

4h 45m1 stop

$387American Airlines

Find Deal

Fri, Feb 20 - Sat, Feb 21

9:42 am - 2:24 pmORD-TLH

3h 42m1 stop

2:32 pm - 6:49 pmTLH-ORD

5h 17m1 stop

$392Delta

Find Deal

Mon, Oct 6 - Sat, Oct 11

9:30 am - 4:36 pmORD-TLH

6h 06m1 stop

7:15 pm - 11:54 pmTLH-ORD

5h 39m1 stop

$397Delta

Find Deal

Wed, Mar 11 - Mon, Mar 16

1:51 pm - 8:10 pmORD-TLH

5h 19m1 stop

4:21 pm - 11:58 pmTLH-ORD

8h 37m1 stop

$407American Airlines

Find Deal

Fri, Oct 24 - Mon, Oct 27

5:50 am - 12:09 pmORD-TLH

5h 19m1 stop

10:20 am - 8:38 pmTLH-ORD

11h 18m2 stops

$410Delta

Find Deal

Mon, Feb 16 - Wed, Feb 25

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets

American Airlines

Feb 20

ORD5:10 amChicago O'Hare Intl

4h 25m

1 stop

TLH10:35 amTallahassee

Feb 21

TLH5:55 pmTallahassee

4h 45m

1 stop

ORD9:40 pmChicago O'Hare Intl

$387

Find similar

American Airlines

Oct 24

ORD1:51 pmChicago O'Hare Intl

5h 19m

1 stop

TLH8:10 pmTallahassee

Oct 27

TLH4:21 pmTallahassee

8h 37m

1 stop

ORD11:58 pmChicago O'Hare Intl

$407

Find similar

American Airlines

Feb 20

ORD6:35 pmChicago O'Hare Intl

4h 30m

1 stop

TLH12:05 amTallahassee

Feb 26

TLH6:17 amTallahassee

5h 39m

1 stop

ORD10:56 amChicago O'Hare Intl

$432

Find similar

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets

Delta

Feb 14

ORD11:19 amChicago O'Hare Intl

4h 17m

1 stop

TLH4:36 pmTallahassee

Feb 21

TLH10:20 amTallahassee

7h 19m

1 stop

ORD4:39 pmChicago O'Hare Intl

$317

Find similar

Delta

Nov 8

MDW4:23 pmChicago Midway

5h 13m

1 stop

TLH10:36 pmTallahassee

Nov 10

TLH7:08 pmTallahassee

5h 24m

1 stop

MDW11:32 pmChicago Midway

$362

Find similar

Delta

Feb 14

ORD11:19 amChicago O'Hare Intl

4h 17m

1 stop

TLH4:36 pmTallahassee

Feb 21

TLH10:20 amTallahassee

12h 36m

2 stops

ORD9:56 pmChicago O'Hare Intl

$365

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 2/14

11:19 am-4:36 pm

1 stop4h 17m

Tallahassee

Sat 2/21

10:20 am-4:39 pm

1 stop7h 19m

$317

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 11/8

4:23 pm-10:36 pm

1 stop5h 13m

Tallahassee

Mon 11/10

7:08 pm-11:32 pm

1 stop5h 24m

$362

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 2/14

2:45 pm-10:22 pm

1 stop6h 37m

Tallahassee

Mon 2/23

5:10 pm-9:14 pm

1 stop5h 04m

$362

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 2/14

11:19 am-4:36 pm

1 stop4h 17m

Tallahassee

Sat 2/21

10:20 am-9:56 pm

2 stops12h 36m

$365

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 2/19

5:50 am-8:47 pm

1 stop13h 57m

Tallahassee

Wed 2/25

5:35 am-8:39 am

1 stop4h 04m

$381

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 2/20

5:10 am-10:35 am

1 stop4h 25m

Tallahassee

Sat 2/21

5:55 pm-9:40 pm

1 stop4h 45m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Mon 10/6

9:42 am-2:24 pm

1 stop3h 42m

Tallahassee

Sat 10/11

2:32 pm-6:49 pm

1 stop5h 17m

$392

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 3/11

9:30 am-4:36 pm

1 stop6h 06m

Tallahassee

Mon 3/16

7:15 pm-11:54 pm

1 stop5h 39m

$397

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 10/24

1:51 pm-8:10 pm

1 stop5h 19m

Tallahassee

Mon 10/27

4:21 pm-11:58 pm

1 stop8h 37m

$407

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Mon 2/16

5:50 am-12:09 pm

1 stop5h 19m

Tallahassee

Wed 2/25

10:20 am-8:38 pm

2 stops11h 18m

$410

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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 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 May to fly from Chicago, when ticket prices are also cheap, with an average price of $401.

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?

As of September 2025, prices for Chicago to Tallahassee flights are approximately 20% cheaper when compared to flights at the same time last year.

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

Direct flights	None

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 September 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 52% of the total bookings. Other popular airlines include Delta with 48%.

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 7,961 reviews		Search Delta flights
American Airlines	PriceFrom $356	Free Cancellation	Rating 7.2 10,000 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.

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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 10/15. 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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American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets

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Our best Delta deals on Chicago to Tallahassee flight tickets

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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?

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

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

How have Chicago to Tallahassee flight prices changed over time?

As of September 2025, prices for Chicago to Tallahassee flights are approximately 20% cheaper when compared to flights at the same time last year.

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?

When to book flights from Chicago to Tallahassee

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

Direct flights

How far is Chicago to Tallahassee by plane?

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

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?

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

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

Traveling to a place near Tallahassee?

Why use momondo?

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

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

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

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

An easier way to manage your Tallahassee trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida