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 35% 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 August 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.

$145 Cheap Flights from Tallahassee to Chicago in 2026

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.

8:25 am - 6:31 pmTLH Tallahassee-ORD Chicago O'Hare Intl

11h 06m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:04 am - 7:45 amORD Chicago O'Hare Intl-TLH Tallahassee

22h 41m1 stop Fort Lauderdale

$294Multiple Airlines

Thu, Oct 22 - Sat, Oct 24

1:07 pm - 2:45 pmTLH Tallahassee-ORD Chicago O'Hare Intl

26h 38m1 stop Fort Lauderdale

7:11 am - 7:45 amORD Chicago O'Hare Intl-TLH Tallahassee

23h 34m1 stop Fort Lauderdale

$306Multiple Airlines

Thu, Oct 1 - Wed, Oct 7

3:52 pm - 3:20 pmTLH Tallahassee-ORD Chicago O'Hare Intl

24h 28m1 stop Fort Lauderdale

7:28 pm - 3:12 pmORD Chicago O'Hare Intl-TLH Tallahassee

42h 44m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$324Multiple Airlines

Tue, Sep 15 - Sun, Sep 20

1:07 pm - 2:45 pmTLH Tallahassee-ORD Chicago O'Hare Intl

26h 38m1 stop Fort Lauderdale

7:11 am - 10:30 amORD Chicago O'Hare Intl-TLH Tallahassee

26h 19m1 stop Fort Lauderdale

$331Multiple Airlines

Thu, Sep 24 - Mon, Sep 28

4:15 pm - 9:36 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 21m1 stop Miami

8:15 am - 3:43 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 28m1 stop Miami

$437American Airlines

Tue, Nov 3 - Tue, Nov 10

5:10 pm - 8:49 pmTLH Tallahassee-ORD Chicago O'Hare Intl

4h 39m1 stop Atlanta Hartsfield-Jackson

5:30 am - 12:18 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 48m1 stop Atlanta Hartsfield-Jackson

$447Delta

Tue, Dec 15 - Sun, Dec 20

12:07 pm - 5:02 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 55m1 stop Atlanta Hartsfield-Jackson

5:30 am - 12:18 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 48m1 stop Atlanta Hartsfield-Jackson

$447Delta

Wed, Dec 16 - Sun, Dec 20

6:00 am - 11:10 amTLH Tallahassee-ORD Chicago O'Hare Intl

6h 10m1 stop Miami

6:29 am - 2:56 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 27m1 stop Charlotte Douglas

$447American Airlines

Sat, Oct 24 - Wed, Oct 28

5:10 pm - 10:33 pmTLH Tallahassee-MDW Chicago Midway

6h 23m1 stop Atlanta Hartsfield-Jackson

5:09 pm - 11:04 pmMDW Chicago Midway-TLH Tallahassee

4h 55m1 stop Atlanta Hartsfield-Jackson

$447Delta

Sat, Oct 24 - Wed, Oct 28

6:00 am - 11:00 amTLH Tallahassee-ORD Chicago O'Hare Intl

6h 00m1 stop Charlotte Douglas

4:40 pm - 11:59 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 19m1 stop Miami

$447American Airlines

Wed, Nov 18 - Sat, Nov 21

Cheap last minute flights

Enter your travel dates to find the best prices.

5:45 pm - 10:36 pmTLH Tallahassee-MDW Chicago Midway

5h 51m1 stop Atlanta Hartsfield-Jackson

4:30 pm - 10:48 pmMDW Chicago Midway-TLH Tallahassee

5h 18m1 stop Atlanta Hartsfield-Jackson

$492Delta

Sat, Sep 5 - Sat, Sep 12

9:51 am - 5:28 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 37m1 stop Miami

6:00 am - 1:32 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 32m1 stop Miami

$492American Airlines

Sat, Sep 5 - Sat, Sep 12

12:05 pm - 4:15 pmTLH Tallahassee-MDW Chicago Midway

5h 10m1 stop Atlanta Hartsfield-Jackson

11:35 am - 5:02 pmMDW Chicago Midway-TLH Tallahassee

4h 27m1 stop Atlanta Hartsfield-Jackson

$581Delta

Thu, Sep 3 - Wed, Sep 9

7:01 pm - 10:36 pmTLH Tallahassee-MDW Chicago Midway

4h 35m1 stop Atlanta Hartsfield-Jackson

6:05 am - 11:15 amMDW Chicago Midway-TLH Tallahassee

4h 10m1 stop Atlanta Hartsfield-Jackson

$581Delta

Fri, Sep 4 - Tue, Sep 8

12:05 pm - 4:51 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 46m1 stop Atlanta Hartsfield-Jackson

10:44 am - 5:02 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 18m1 stop Atlanta Hartsfield-Jackson

$581Delta

Thu, Sep 3 - Wed, Sep 9

10:42 am - 5:42 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 00m1 stop Charlotte Douglas

7:30 am - 2:59 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 29m1 stop Charlotte Douglas

$606American Airlines

Thu, Sep 3 - Sat, Sep 5

6:52 pm - 11:52 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 00m1 stop Charlotte Douglas

5:05 am - 10:57 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 52m1 stop Charlotte Douglas

$639American Airlines

Fri, Sep 4 - Sun, Sep 6

10:42 am - 4:48 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 06m1 stop Charlotte Douglas

6:00 am - 12:44 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 44m1 stop Dallas/Fort Worth

$665American Airlines

Thu, Sep 3 - Mon, Sep 7

12:47 pm - 7:53 amTLH Tallahassee-ORD Chicago O'Hare Intl

20h 06m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

8:05 am - 7:28 amORD Chicago O'Hare Intl-TLH Tallahassee

22h 23m1 stop Fort Lauderdale

$726Multiple Airlines

Thu, Sep 3 - Sat, Sep 5

12:47 pm - 11:27 pmTLH Tallahassee-ORD Chicago O'Hare Intl

35h 40m2 stops Fort Lauderdale San Juan Luis Munoz Marin Intl

8:05 am - 8:58 amORD Chicago O'Hare Intl-TLH Tallahassee

23h 53m1 stop Fort Lauderdale

$781Multiple Airlines

Thu, Sep 3 - Mon, Sep 7

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Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

Delta

Oct 24

TLH5:10 pmTallahassee

6h 23m

1 stop

MDW10:33 pmChicago Midway

Oct 28

MDW5:09 pmChicago Midway

4h 55m

1 stop

TLH11:04 pmTallahassee

$447

Delta

Nov 5

TLH7:00 pmTallahassee

4h 33m

1 stop

MDW10:33 pmChicago Midway

Nov 8

MDW6:04 amChicago Midway

4h 05m

1 stop

TLH11:09 amTallahassee

$457

Delta

Nov 20

TLH7:00 pmTallahassee

5h 54m

1 stop

ORD11:54 pmChicago O'Hare Intl

Nov 22

ORD6:49 amChicago O'Hare Intl

6h 25m

1 stop

TLH2:14 pmTallahassee

$488

American Airlines flights from Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets

American Airlines

Nov 3

TLH4:15 pmTallahassee

6h 21m

1 stop

ORD9:36 pmChicago O'Hare Intl

Nov 10

ORD8:15 amChicago O'Hare Intl

6h 28m

1 stop

TLH3:43 pmTallahassee

$437

American Airlines

Dec 25

TLH7:38 pmTallahassee

5h 21m

1 stop

ORD11:59 pmChicago O'Hare Intl

Dec 30

ORD7:59 amChicago O'Hare Intl

6h 05m

1 stop

TLH3:04 pmTallahassee

$447

American Airlines

Nov 5

TLH5:32 pmTallahassee

7h 29m

1 stop

ORD12:01 amChicago O'Hare Intl

Nov 8

ORD5:19 amChicago O'Hare Intl

6h 58m

1 stop

TLH1:17 pmTallahassee

$457

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 10/22

8:25 am-6:31 pm

2 stops11h 06m

Chicago O'Hare Intl

Sat 10/24

8:04 am-7:45 am

1 stop22h 41m

$294

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 10/1

1:07 pm-2:45 pm

1 stop26h 38m

Chicago O'Hare Intl

Wed 10/7

7:11 am-7:45 am

1 stop23h 34m

$306

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 9/15

3:52 pm-3:20 pm

1 stop24h 28m

Chicago O'Hare Intl

Sun 9/20

7:28 pm-3:12 pm

2 stops42h 44m

$324

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 9/24

1:07 pm-2:45 pm

1 stop26h 38m

Chicago O'Hare Intl

Mon 9/28

7:11 am-10:30 am

1 stop26h 19m

$331

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 11/3

4:15 pm-9:36 pm

1 stop6h 21m

Chicago O'Hare Intl

Tue 11/10

8:15 am-3:43 pm

1 stop6h 28m

$437

Quickest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Tue 12/15

5:10 pm-8:49 pm

1 stop4h 39m

Chicago O'Hare Intl

Sun 12/20

5:30 am-12:18 pm

1 stop5h 48m

$447

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 12/16

12:07 pm-5:02 pm

1 stop5h 55m

Chicago O'Hare Intl

Sun 12/20

5:30 am-12:18 pm

1 stop5h 48m

$447

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Sat 10/24

6:00 am-11:10 am

1 stop6h 10m

Chicago O'Hare Intl

Wed 10/28

6:29 am-2:56 pm

1 stop7h 27m

$447

TallahasseeChicago

TLH Tallahassee - MDW Chicago Midway

TLHMDW

Tallahassee

Sat 10/24

5:10 pm-10:33 pm

1 stop6h 23m

Chicago Midway

Wed 10/28

5:09 pm-11:04 pm

1 stop4h 55m

$447

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 11/18

6:00 am-11:00 am

1 stop6h 00m

Chicago O'Hare Intl

Sat 11/21

4:40 pm-11:59 pm

1 stop6h 19m

$447

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 $436 to $557.
The lowest price recently found on this route was $294.

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.

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	$145
Fastest flight time	4h 33m
Direct flights	None

The best one-way flight to Chicago from Tallahassee in the past 72 hours is $145. The best round-trip flight deal from Tallahassee to Chicago found on momondo in the last 72 hours is $294.

The fastest flight from Tallahassee to Chicago takes 4h 33m

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 33m.
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 August 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 8,533 reviews		Search Delta flights
American Airlines	PriceFrom $398	Free Cancellation	Rating 7.1 12,019 reviews		Search American Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

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

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Tallahassee to Chicago from $145

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 10/4. 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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