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 37% 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 September 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.

$126 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.

11:15 am - 12:51 pmTLH Tallahassee-ORD Chicago O'Hare Intl

26h 36m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:00 am - 7:40 amORD Chicago O'Hare Intl-TLH Tallahassee

22h 40m1 stop Fort Lauderdale

$300Multiple Airlines

Tue, Nov 3 - Sat, Nov 7

3:02 pm - 12:50 pmTLH Tallahassee-ORD Chicago O'Hare Intl

22h 48m1 stop Fort Lauderdale

4:10 pm - 7:50 amORD Chicago O'Hare Intl-TLH Tallahassee

38h 40m2 stops Houston George Bush Intcntl Fort Lauderdale

$438Multiple Airlines

Tue, Dec 22 - Tue, Dec 29

8:30 am - 9:21 amTLH Tallahassee-ORD Chicago O'Hare Intl

25h 51m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:04 am - 10:35 amORD Chicago O'Hare Intl-TLH Tallahassee

25h 31m1 stop Fort Lauderdale

$446Multiple Airlines

Thu, Oct 15 - Mon, Oct 19

3:24 pm - 7:11 pmTLH Tallahassee-ORD Chicago O'Hare Intl

4h 47m1 stop Atlanta Hartsfield-Jackson

5:05 pm - 11:04 pmORD Chicago O'Hare Intl-TLH Tallahassee

4h 59m1 stop Atlanta Hartsfield-Jackson

$457Delta

Tue, Oct 27 - Tue, Nov 3

4:00 pm - 8:38 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 38m1 stop Atlanta Hartsfield-Jackson

3:40 pm - 11:04 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 24m1 stop Atlanta Hartsfield-Jackson

$467Delta

Tue, Nov 3 - Sat, Nov 7

2:19 pm - 8:38 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 19m1 stop Miami

6:59 am - 1:49 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 50m1 stop Miami

$467American Airlines

Fri, Dec 25 - Wed, Dec 30

2:19 pm - 9:30 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 11m1 stop Miami

12:30 pm - 7:55 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 25m1 stop Miami

$467American Airlines

Fri, Dec 25 - Wed, Dec 30

10:21 am - 3:17 pmTLH Tallahassee-MDW Chicago Midway

5h 56m1 stop Atlanta Hartsfield-Jackson

6:04 am - 11:14 amMDW Chicago Midway-TLH Tallahassee

4h 10m1 stop Atlanta Hartsfield-Jackson

$467Delta

Sat, Oct 31 - Tue, Nov 3

4:15 pm - 11:56 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 41m1 stop Miami

9:00 am - 5:12 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 12m1 stop Charlotte Douglas

$467American Airlines

Wed, Nov 18 - Sun, Nov 22

8:30 am - 6:31 pmTLH Tallahassee-ORD Chicago O'Hare Intl

11h 01m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:04 am - 10:35 amORD Chicago O'Hare Intl-TLH Tallahassee

25h 31m1 stop Fort Lauderdale

$504Multiple Airlines

Sun, Oct 11 - Mon, Oct 19

Cheap last minute flights

Enter your travel dates to find the best prices.

5:53 pm - 10:44 pmTLH Tallahassee-MDW Chicago Midway

5h 51m1 stop Atlanta Hartsfield-Jackson

6:04 am - 11:14 amMDW Chicago Midway-TLH Tallahassee

4h 10m1 stop Atlanta Hartsfield-Jackson

$550Delta

Sat, Oct 3 - Mon, Oct 12

3:32 pm - 8:56 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 24m1 stop Atlanta Hartsfield-Jackson

5:27 am - 11:14 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 47m1 stop Atlanta Hartsfield-Jackson

$550Delta

Sat, Oct 3 - Mon, Oct 12

5:53 pm - 11:59 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 06m1 stop Atlanta Hartsfield-Jackson

5:27 am - 11:14 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 47m1 stop Atlanta Hartsfield-Jackson

$608Delta

Sun, Oct 4 - Sun, Oct 11

5:53 pm - 11:59 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 06m1 stop Atlanta Hartsfield-Jackson

5:27 am - 11:14 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 47m1 stop Atlanta Hartsfield-Jackson

$608Delta

Sun, Oct 4 - Mon, Oct 12

8:30 am - 1:30 pmTLH Tallahassee-ORD Chicago O'Hare Intl

30h 00m2 stops Raleigh-Durham Philadelphia

8:04 am - 10:35 amORD Chicago O'Hare Intl-TLH Tallahassee

25h 31m1 stop Fort Lauderdale

$613Multiple Airlines

Sun, Oct 4 - Mon, Oct 12

5:00 pm - 11:30 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 30m1 stop Miami

4:35 pm - 11:38 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 03m1 stop Miami

$659American Airlines

Fri, Oct 2 - Sun, Oct 4

8:30 am - 6:23 pmTLH Tallahassee-ORD Chicago O'Hare Intl

10h 53m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:04 am - 9:35 amORD Chicago O'Hare Intl-TLH Tallahassee

24h 31m1 stop Fort Lauderdale

$659Multiple Airlines

Sun, Oct 4 - Sun, Oct 11

10:15 am - 11:51 amTLH Tallahassee-ORD Chicago O'Hare Intl

26h 36m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

7:11 am - 9:35 amORD Chicago O'Hare Intl-TLH Tallahassee

25h 24m1 stop Fort Lauderdale

$792Multiple Airlines

Fri, Oct 2 - Sun, Oct 4

12:00 pm - 6:22 pmTLH Tallahassee-MDW Chicago Midway

7h 22m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

6:04 am - 11:14 amMDW Chicago Midway-TLH Tallahassee

4h 10m1 stop Atlanta Hartsfield-Jackson

$1,114Delta

Sat, Oct 3 - Mon, Oct 12

12:00 pm - 8:30 pmTLH Tallahassee-ORD Chicago O'Hare Intl

9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

5:27 am - 11:14 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 47m1 stop Atlanta Hartsfield-Jackson

$1,114Delta

Sat, Oct 3 - Mon, Oct 12

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American Airlines flights from Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets

American Airlines

Dec 25

TLH2:19 pmTallahassee

7h 19m

1 stop

ORD8:38 pmChicago O'Hare Intl

Dec 30

ORD6:59 amChicago O'Hare Intl

5h 50m

1 stop

TLH1:49 pmTallahassee

$467

American Airlines

Oct 23

TLH7:33 pmTallahassee

6h 05m

1 stop

ORD12:38 amChicago O'Hare Intl

Oct 30

ORD4:31 pmChicago O'Hare Intl

6h 18m

1 stop

TLH11:49 pmTallahassee

$487

American Airlines

Dec 22

TLH6:00 amTallahassee

6h 05m

1 stop

ORD11:05 amChicago O'Hare Intl

Dec 29

ORD12:05 pmChicago O'Hare Intl

6h 07m

1 stop

TLH7:12 pmTallahassee

$500

Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

Delta

Oct 27

TLH3:24 pmTallahassee

4h 47m

1 stop

ORD7:11 pmChicago O'Hare Intl

Nov 3

ORD5:05 pmChicago O'Hare Intl

4h 59m

1 stop

TLH11:04 pmTallahassee

$457

Delta

Oct 31

TLH10:21 amTallahassee

5h 56m

1 stop

MDW3:17 pmChicago Midway

Nov 3

MDW6:04 amChicago Midway

4h 10m

1 stop

TLH11:14 amTallahassee

$467

Delta

Nov 5

TLH3:24 pmTallahassee

6h 14m

1 stop

ORD8:38 pmChicago O'Hare Intl

Nov 8

ORD5:27 amChicago O'Hare Intl

4h 42m

1 stop

TLH11:09 amTallahassee

$477

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 11/3

11:15 am-12:51 pm

2 stops26h 36m

Chicago O'Hare Intl

Sat 11/7

8:00 am-7:40 am

1 stop22h 40m

$300

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 12/22

3:02 pm-12:50 pm

1 stop22h 48m

Chicago O'Hare Intl

Tue 12/29

4:10 pm-7:50 am

2 stops38h 40m

$438

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 10/15

8:30 am-9:21 am

2 stops25h 51m

Chicago O'Hare Intl

Mon 10/19

8:04 am-10:35 am

1 stop25h 31m

$446

Quickest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 10/27

3:24 pm-7:11 pm

1 stop4h 47m

Chicago O'Hare Intl

Tue 11/3

5:05 pm-11:04 pm

1 stop4h 59m

$457

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 11/3

4:00 pm-8:38 pm

1 stop5h 38m

Chicago O'Hare Intl

Sat 11/7

3:40 pm-11:04 pm

1 stop6h 24m

$467

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/25

2:19 pm-8:38 pm

1 stop7h 19m

Chicago O'Hare Intl

Wed 12/30

6:59 am-1:49 pm

1 stop5h 50m

$467

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/25

2:19 pm-9:30 pm

1 stop8h 11m

Chicago O'Hare Intl

Wed 12/30

12:30 pm-7:55 pm

1 stop6h 25m

$467

TallahasseeChicago

TLH Tallahassee - MDW Chicago Midway

TLHMDW

Tallahassee

Sat 10/31

10:21 am-3:17 pm

1 stop5h 56m

Chicago Midway

Tue 11/3

6:04 am-11:14 am

1 stop4h 10m

$467

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 11/18

4:15 pm-11:56 pm

1 stop8h 41m

Chicago O'Hare Intl

Sun 11/22

9:00 am-5:12 pm

1 stop7h 12m

$467

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Sun 10/11

8:30 am-6:31 pm

2 stops11h 01m

Chicago O'Hare Intl

Mon 10/19

8:04 am-10:35 am

1 stop25h 31m

$504

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 $654 to $718.
The lowest price recently found on this route was $300.

What is the cheapest month to fly to Chicago?

The month of May 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 May, then December is your next best option. Flight prices from Tallahassee to Chicago during December average around $441.

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	$126
Fastest flight time	4h 00m
Direct flights	None

The best one-way flight to Chicago from Tallahassee in the past 72 hours is $126. The best round-trip flight deal from Tallahassee to Chicago found on momondo in the last 72 hours is $300.

The fastest flight from Tallahassee to Chicago takes 4h 00m

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 4h 00m.
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 September 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 59% of the total bookings. Other popular airlines include American Airlines with 41%.

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 8,605 reviews		Search Delta flights
American Airlines	PriceFrom $406	Free Cancellation	Rating 7.0 12,099 reviews		Search American Airlines flights

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New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

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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Fly into one of these airports located in Chicago

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Cheap flights from Tallahassee to Chicago from $126

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 10/19. 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 Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets

Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

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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?

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

Fly to other destinations from Tallahassee

According to popular flight searches on momondo this year

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