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

Delta is the most popular carrier operating from Tallahassee to Chicago

What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Tallahassee according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Tallahassee Airport to Chicago were last updated today.

How many operators does momondo search for flights from Tallahassee Airport to Chicago?

As of November 2026, there are 2 operators available to choose from for flights from Tallahassee Airport to Chicago.

How old do you have to be to fly from Tallahassee Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tallahassee Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$151 Cheap Flights from Tallahassee to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tallahassee to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:12 pm - 2:00 pmTLH Tallahassee-ORD Chicago O'Hare Intl

25h 48m1 stop Fort Lauderdale

5:24 pm - 12:32 pmORD Chicago O'Hare Intl-TLH Tallahassee

42h 08m2 stops Orlando Raleigh-Durham

$364Multiple Airlines

Thu, Dec 3 - Tue, Dec 8

1:12 pm - 4:59 pmTLH Tallahassee-ORD Chicago O'Hare Intl

28h 47m1 stop Fort Lauderdale

4:59 pm - 2:22 pmORD Chicago O'Hare Intl-TLH Tallahassee

20h 23m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$410Multiple Airlines

Thu, Dec 24 - Mon, Dec 28

1:12 pm - 2:00 pmTLH Tallahassee-ORD Chicago O'Hare Intl

25h 48m1 stop Fort Lauderdale

5:45 pm - 12:32 pmORD Chicago O'Hare Intl-TLH Tallahassee

41h 47m2 stops Orlando Raleigh-Durham

$443Multiple Airlines

Thu, Dec 10 - Tue, Jan 5

1:12 pm - 2:00 pmTLH Tallahassee-ORD Chicago O'Hare Intl

25h 48m1 stop Fort Lauderdale

5:45 pm - 12:32 pmORD Chicago O'Hare Intl-TLH Tallahassee

41h 47m2 stops Orlando Raleigh-Durham

$449Multiple Airlines

Thu, Dec 10 - Tue, Jan 5

12:04 pm - 5:06 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 02m1 stop Atlanta Hartsfield-Jackson

7:10 am - 12:23 pmORD Chicago O'Hare Intl-TLH Tallahassee

4h 13m1 stop Atlanta Hartsfield-Jackson

$497Delta

Fri, Dec 11 - Wed, Jan 6

7:03 pm - 11:56 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 53m1 stop Atlanta Hartsfield-Jackson

7:10 am - 12:23 pmORD Chicago O'Hare Intl-TLH Tallahassee

4h 13m1 stop Atlanta Hartsfield-Jackson

$497Delta

Thu, Dec 10 - Wed, Jan 6

2:19 pm - 8:18 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 59m1 stop Miami

4:40 pm - 12:35 amORD Chicago O'Hare Intl-TLH Tallahassee

6h 55m1 stop Miami

$497American Airlines

Fri, Dec 25 - Wed, Dec 30

6:52 pm - 10:46 pmTLH Tallahassee-ORD Chicago O'Hare Intl

4h 54m1 stop Charlotte Douglas

5:00 am - 1:23 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 23m1 stop Miami

$497American Airlines

Wed, Jan 13 - Sun, Jan 17

12:04 pm - 5:06 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 02m1 stop Atlanta Hartsfield-Jackson

9:00 am - 4:50 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 50m1 stop Atlanta Hartsfield-Jackson

$497Delta

Thu, Dec 10 - Thu, Dec 24

3:37 pm - 8:09 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 32m1 stop Charlotte Douglas

10:12 am - 6:15 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 03m1 stop Miami

$507American Airlines

Fri, Dec 4 - Sun, Dec 6

Cheap last minute flights

Enter your travel dates to find the best prices.

8:20 am - 6:45 pmTLH Tallahassee-ORD Chicago O'Hare Intl

11h 25m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

7:55 am - 7:40 amORD Chicago O'Hare Intl-TLH Tallahassee

22h 45m1 stop Fort Lauderdale

$602Multiple Airlines

Thu, Nov 12 - Sat, Nov 14

1:02 pm - 3:37 pmTLH Tallahassee-ORD Chicago O'Hare Intl

27h 35m1 stop Fort Lauderdale

1:04 pm - 10:35 amORD Chicago O'Hare Intl-TLH Tallahassee

44h 31m2 stops Houston George Bush Intcntl Fort Lauderdale

$614Multiple Airlines

Thu, Nov 12 - Sun, Nov 15

7:00 pm - 10:54 pmTLH Tallahassee-MDW Chicago Midway

4h 54m1 stop Atlanta Hartsfield-Jackson

4:13 pm - 11:02 pmMDW Chicago Midway-TLH Tallahassee

5h 49m1 stop Atlanta Hartsfield-Jackson

$631Delta

Thu, Nov 12 - Sat, Nov 14

3:25 pm - 10:32 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 07m1 stop Charlotte Douglas

8:05 am - 2:25 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 20m1 stop Charlotte Douglas

$631American Airlines

Thu, Nov 12 - Sat, Nov 14

6:00 am - 10:25 amTLH Tallahassee-ORD Chicago O'Hare Intl

5h 25m1 stop Atlanta Hartsfield-Jackson

9:51 am - 4:24 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 33m1 stop Atlanta Hartsfield-Jackson

$689Delta

Thu, Nov 12 - Sun, Nov 15

1:42 pm - 8:04 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 22m1 stop Charlotte Douglas

2:38 pm - 11:59 pmORD Chicago O'Hare Intl-TLH Tallahassee

8h 21m1 stop Miami

$689American Airlines

Fri, Nov 13 - Mon, Nov 16

6:00 am - 10:24 amTLH Tallahassee-MDW Chicago Midway

5h 24m1 stop Atlanta Hartsfield-Jackson

5:13 pm - 11:02 pmMDW Chicago Midway-TLH Tallahassee

4h 49m1 stop Atlanta Hartsfield-Jackson

$689Delta

Thu, Nov 12 - Sun, Nov 15

6:00 am - 11:59 amTLH Tallahassee-MDW Chicago Midway

6h 59m1 stop Atlanta Hartsfield-Jackson

11:27 am - 4:24 pmMDW Chicago Midway-TLH Tallahassee

3h 57m1 stop Atlanta Hartsfield-Jackson

$689Delta

Fri, Nov 13 - Mon, Nov 16

3:25 pm - 8:04 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 39m1 stop Charlotte Douglas

5:00 am - 12:43 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 43m1 stop Dallas/Fort Worth

$715American Airlines

Thu, Nov 12 - Sun, Nov 15

12:00 pm - 6:04 pmTLH Tallahassee-MDW Chicago Midway

7h 04m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

11:27 am - 4:24 pmMDW Chicago Midway-TLH Tallahassee

3h 57m1 stop Atlanta Hartsfield-Jackson

$1,223Delta

Thu, Nov 12 - Sat, Nov 14

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Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

Delta

Dec 10

TLH12:04 pmTallahassee

6h 02m

1 stop

ORD5:06 pmChicago O'Hare Intl

Dec 24

ORD9:00 amChicago O'Hare Intl

6h 50m

1 stop

TLH4:50 pmTallahassee

$497

Delta

Dec 10

TLH12:04 pmTallahassee

6h 02m

1 stop

ORD5:06 pmChicago O'Hare Intl

Dec 24

ORD9:00 amChicago O'Hare Intl

6h 50m

1 stop

TLH4:50 pmTallahassee

$507

Delta

Dec 12

TLH5:10 pmTallahassee

4h 43m

1 stop

ORD8:53 pmChicago O'Hare Intl

Jan 6

ORD7:10 amChicago O'Hare Intl

4h 13m

1 stop

TLH12:23 pmTallahassee

$528

American Airlines flights from Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets

American Airlines

Dec 4

TLH3:37 pmTallahassee

5h 32m

1 stop

ORD8:09 pmChicago O'Hare Intl

Dec 6

ORD10:12 amChicago O'Hare Intl

7h 03m

1 stop

TLH6:15 pmTallahassee

$517

American Airlines

Dec 31

TLH5:29 pmTallahassee

6h 33m

1 stop

ORD11:02 pmChicago O'Hare Intl

Jan 3

ORD5:00 amChicago O'Hare Intl

7h 49m

1 stop

TLH1:49 pmTallahassee

$557

American Airlines

Nov 18

TLH10:38 amTallahassee

8h 45m

1 stop

ORD6:23 pmChicago O'Hare Intl

Nov 22

ORD8:05 amChicago O'Hare Intl

5h 54m

1 stop

TLH2:59 pmTallahassee

$570

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/3

1:12 pm-2:00 pm

1 stop25h 48m

Chicago O'Hare Intl

Tue 12/8

5:24 pm-12:32 pm

2 stops42h 08m

$364

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/24

1:12 pm-4:59 pm

1 stop28h 47m

Chicago O'Hare Intl

Mon 12/28

4:59 pm-2:22 pm

2 stops20h 23m

$410

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/10

1:12 pm-2:00 pm

1 stop25h 48m

Chicago O'Hare Intl

Tue 1/5

5:45 pm-12:32 pm

2 stops41h 47m

$443

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/10

1:12 pm-2:00 pm

1 stop25h 48m

Chicago O'Hare Intl

Tue 1/5

5:45 pm-12:32 pm

2 stops41h 47m

$449

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/11

12:04 pm-5:06 pm

1 stop6h 02m

Chicago O'Hare Intl

Wed 1/6

7:10 am-12:23 pm

1 stop4h 13m

$497

Quickest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/10

7:03 pm-11:56 pm

1 stop5h 53m

Chicago O'Hare Intl

Wed 1/6

7:10 am-12:23 pm

1 stop4h 13m

$497

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/25

2:19 pm-8:18 pm

1 stop6h 59m

Chicago O'Hare Intl

Wed 12/30

4:40 pm-12:35 am

1 stop6h 55m

$497

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 1/13

6:52 pm-10:46 pm

1 stop4h 54m

Chicago O'Hare Intl

Sun 1/17

5:00 am-1:23 pm

1 stop7h 23m

$497

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 12/10

12:04 pm-5:06 pm

1 stop6h 02m

Chicago O'Hare Intl

Thu 12/24

9:00 am-4:50 pm

1 stop6h 50m

$497

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/4

3:37 pm-8:09 pm

1 stop5h 32m

Chicago O'Hare Intl

Sun 12/6

10:12 am-6:15 pm

1 stop7h 03m

$507

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 Tallahassee to Chicago

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 Tallahassee and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $486 to $686.
The lowest price recently found on this route was $364.

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Tallahassee, with most prices found around $406. If you’re not able to fly to Chicago in December, then May is your next best option. Flight prices from Tallahassee to Chicago during May average around $406.

How have Tallahassee to Chicago flight prices changed over time?

When to book flights from Tallahassee to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Tallahassee to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Tallahassee to Chicago (TLH to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tallahassee to Chicago

Best Price Found	$151
Fastest flight time	5h 32m
Direct flights	None

The best one-way flight to Chicago from Tallahassee in the past 72 hours is $151. The best round-trip flight deal from Tallahassee to Chicago found on momondo in the last 72 hours is $364.

The fastest flight from Tallahassee to Chicago takes 5h 32m

There are no direct flights from Tallahassee to Chicago. There are no popular flight routes from Tallahassee to Chicago.

Search flight deals

Frequently asked questions about flying from Tallahassee to Chicago

How far is Tallahassee to Chicago by plane?
The straight-line distance from Tallahassee to Chicago is 811.3 mi. By plane, this route typically takes 5h 32m.
When did momondo last update prices for flights from Tallahassee Airport to Chicago?
Prices for flights from Tallahassee Airport to Chicago were last updated today.
How many operators does momondo search for flights from Tallahassee Airport to Chicago?
As of November 2026, there are 2 operators available to choose from for flights from Tallahassee Airport to Chicago.
How old do you have to be to fly from Tallahassee Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tallahassee Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Tallahassee to Chicago?
Based on momondo bookings for flights between Tallahassee and Chicago, the leading airline is Delta, making up 58% of the total bookings. Other popular airlines include American Airlines with 42%.

Best airlines flying from Tallahassee to Chicago

Compare and see reviews for airlines that fly from Tallahassee to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $158	Free Cancellation	Rating 7.8 8,698 reviews		Search Delta flights
American Airlines	PriceFrom $316	Free Cancellation	Rating 7.0 12,228 reviews		Search American Airlines flights

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New Buffalo

Hammond

Portage

Lansing

Benton Harbor

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Tallahassee.

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

Yes. All flights to Chicago from Tallahassee on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Tallahassee.

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

Price alerts on flights to Chicago from Tallahassee are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Tallahassee to Chicago from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Chicago departing on 12/10. 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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Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

American Airlines flights from Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Tallahassee to Chicago

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

What is the cheapest month to fly to Chicago?

How have Tallahassee to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

When to book flights from Tallahassee to Chicago

Cheap Tallahassee to Chicago (TLH to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Tallahassee to Chicago

Best airlines flying from Tallahassee to Chicago

Compare and see reviews for airlines that fly from Tallahassee to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago 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

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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