Which layover airport has the shortest travel time from Tallahassee to Chicago?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 5h 38m.

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.

Which layover airport has the shortest connection time from Tallahassee to Chicago?

Miami (MIA) has the shortest average layover time for this route: 0h 59m.

Which airport is the most popular layover for flights between Tallahassee and Chicago?

Miami (MIA) was the most common stop: 80% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Tallahassee to Chicago?

Flights via Miami (MIA) offer the lowest average round-trip price of $341.

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.

$100 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.

1:07 pm - 12:26 amTLH Tallahassee-ORD Chicago O'Hare Intl

12h 19m2 stops Fort Lauderdale Dallas/Fort Worth

8:04 am - 10:30 amORD Chicago O'Hare Intl-TLH Tallahassee

25h 26m1 stop Fort Lauderdale

$265Multiple Airlines

Thu, Oct 22 - Mon, Oct 26

1:07 pm - 12:26 amTLH Tallahassee-ORD Chicago O'Hare Intl

12h 19m2 stops Fort Lauderdale Dallas/Fort Worth

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

22h 41m1 stop Fort Lauderdale

$271Multiple Airlines

Thu, Oct 22 - Sat, Oct 24

8:25 am - 9:17 amTLH Tallahassee-ORD Chicago O'Hare Intl

25h 52m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson

8:00 am - 7:45 amORD Chicago O'Hare Intl-TLH Tallahassee

22h 45m1 stop Fort Lauderdale

$315Multiple Airlines

Sun, Nov 1 - Sat, Nov 7

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

24h 28m1 stop Fort Lauderdale

7:28 pm - 12:27 pmORD Chicago O'Hare Intl-TLH Tallahassee

39h 59m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham

$319Multiple Airlines

Tue, Sep 15 - Tue, Sep 22

8:38 am - 2:29 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 51m1 stop Atlanta Hartsfield-Jackson

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

4h 47m1 stop Atlanta Hartsfield-Jackson

$437Delta

Wed, Sep 30 - Wed, Oct 7

6:10 am - 11:54 amTLH Tallahassee-MDW Chicago Midway

6h 44m1 stop Atlanta Hartsfield-Jackson

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

4h 10m1 stop Atlanta Hartsfield-Jackson

$437Delta

Wed, Sep 30 - Wed, Oct 7

9:44 am - 2:30 pmTLH Tallahassee-ORD Chicago O'Hare Intl

5h 46m1 stop Charlotte Douglas

6:50 am - 3:04 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 14m1 stop Charlotte Douglas

$447American Airlines

Fri, Dec 25 - Wed, Dec 30

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

6h 00m1 stop Charlotte Douglas

10:14 am - 5:51 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 37m1 stop Miami

$447American Airlines

Wed, Nov 4 - Sat, Nov 7

5:09 pm - 8:48 pmTLH Tallahassee-ORD Chicago O'Hare Intl

4h 39m1 stop Atlanta Hartsfield-Jackson

8:04 am - 2:37 pmORD Chicago O'Hare Intl-TLH Tallahassee

5h 33m1 stop Atlanta Hartsfield-Jackson

$447Delta

Wed, Nov 11 - Sat, Nov 14

5:30 pm - 10:32 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 02m1 stop Charlotte Douglas

8:15 am - 5:51 pmORD Chicago O'Hare Intl-TLH Tallahassee

8h 36m1 stop Miami

$457American Airlines

Thu, Nov 5 - Sun, Nov 8

Cheap last minute flights

Enter your travel dates to find the best prices.

6:05 am - 10:54 amTLH Tallahassee-ORD Chicago O'Hare Intl

5h 49m1 stop Miami

1:15 pm - 9:35 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 20m1 stop Charlotte Douglas

$523American Airlines

Tue, Aug 25 - Sat, Aug 29

10:42 am - 4:00 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 18m1 stop Charlotte Douglas

1:15 pm - 9:35 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 20m1 stop Charlotte Douglas

$523American Airlines

Wed, Aug 26 - Wed, Sep 2

6:00 am - 9:59 amTLH Tallahassee-MDW Chicago Midway

4h 59m1 stop Atlanta Hartsfield-Jackson

6:11 am - 1:20 pmMDW Chicago Midway-TLH Tallahassee

6h 09m1 stop Atlanta Hartsfield-Jackson

$523Delta

Tue, Aug 25 - Sat, Aug 29

9:38 am - 11:08 pmTLH Tallahassee-ORD Chicago O'Hare Intl

14h 30m2 stops Raleigh-Durham Orlando

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

22h 23m1 stop Fort Lauderdale

$572Multiple Airlines

Tue, Aug 25 - Sat, Aug 29

2:25 pm - 8:55 pmTLH Tallahassee-ORD Chicago O'Hare Intl

7h 30m1 stop Atlanta Hartsfield-Jackson

5:30 am - 11:10 amORD Chicago O'Hare Intl-TLH Tallahassee

4h 40m1 stop Atlanta Hartsfield-Jackson

$581Delta

Sat, Aug 22 - Sun, Aug 23

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

5h 51m1 stop Atlanta Hartsfield-Jackson

6:05 am - 11:10 amMDW Chicago Midway-TLH Tallahassee

4h 05m1 stop Atlanta Hartsfield-Jackson

$581Delta

Sat, Aug 22 - Sun, Aug 23

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

4h 35m1 stop Atlanta Hartsfield-Jackson

10:54 am - 6:16 pmMDW Chicago Midway-TLH Tallahassee

6h 22m1 stop Atlanta Hartsfield-Jackson

$639Delta

Fri, Aug 21 - Sun, Aug 23

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

4h 35m1 stop Atlanta Hartsfield-Jackson

10:54 am - 6:16 pmMDW Chicago Midway-TLH Tallahassee

6h 22m1 stop Atlanta Hartsfield-Jackson

$639Delta

Fri, Aug 21 - Fri, Aug 28

6:00 pm - 11:57 pmTLH Tallahassee-ORD Chicago O'Hare Intl

6h 57m1 stop Atlanta Hartsfield-Jackson

6:59 am - 2:59 pmORD Chicago O'Hare Intl-TLH Tallahassee

7h 00m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

$1,059Delta

Wed, Aug 26 - Wed, Sep 2

6:00 am - 1:08 pmTLH Tallahassee-ORD Chicago O'Hare Intl

8h 08m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

3:25 pm - 11:03 pmORD Chicago O'Hare Intl-TLH Tallahassee

6h 38m1 stop Atlanta Hartsfield-Jackson

$1,088Delta

Wed, Aug 26 - Wed, Sep 2

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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

TLH9:44 amTallahassee

5h 46m

1 stop

ORD2:30 pmChicago O'Hare Intl

Dec 30

ORD6:50 amChicago O'Hare Intl

7h 14m

1 stop

TLH3:04 pmTallahassee

$447

American Airlines

Nov 5

TLH5:30 pmTallahassee

6h 02m

1 stop

ORD10:32 pmChicago O'Hare Intl

Nov 8

ORD8:15 amChicago O'Hare Intl

8h 36m

1 stop

TLH5:51 pmTallahassee

$457

American Airlines

Sep 14

TLH5:00 pmTallahassee

7h 30m

1 stop

ORD11:30 pmChicago O'Hare Intl

Sep 21

ORD6:59 amChicago O'Hare Intl

8h 30m

1 stop

TLH4:29 pmTallahassee

$467

Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets

Delta

Sep 30

TLH8:38 amTallahassee

6h 51m

1 stop

ORD2:29 pmChicago O'Hare Intl

Oct 7

ORD5:27 amChicago O'Hare Intl

4h 47m

1 stop

TLH11:14 amTallahassee

$437

Delta

Sep 20

TLH5:53 pmTallahassee

5h 51m

1 stop

MDW10:44 pmChicago Midway

Sep 29

MDW5:11 pmChicago Midway

4h 37m

1 stop

TLH10:48 pmTallahassee

$447

Delta

Oct 22

TLH3:24 pmTallahassee

4h 47m

1 stop

ORD7:11 pmChicago O'Hare Intl

Oct 26

ORD8:05 amChicago O'Hare Intl

7h 20m

1 stop

TLH4:25 pmTallahassee

$452

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 10/22

1:07 pm-12:26 am

2 stops12h 19m

Chicago O'Hare Intl

Mon 10/26

8:04 am-10:30 am

1 stop25h 26m

$265

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 10/22

1:07 pm-12:26 am

2 stops12h 19m

Chicago O'Hare Intl

Sat 10/24

8:04 am-7:45 am

1 stop22h 41m

$271

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Sun 11/1

8:25 am-9:17 am

2 stops25h 52m

Chicago O'Hare Intl

Sat 11/7

8:00 am-7:45 am

1 stop22h 45m

$315

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

Tue 9/22

7:28 pm-12:27 pm

2 stops39h 59m

$319

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 9/30

8:38 am-2:29 pm

1 stop6h 51m

Chicago O'Hare Intl

Wed 10/7

5:27 am-11:14 am

1 stop4h 47m

$437

TallahasseeChicago

TLH Tallahassee - MDW Chicago Midway

TLHMDW

Tallahassee

Wed 9/30

6:10 am-11:54 am

1 stop6h 44m

Chicago Midway

Wed 10/7

6:04 am-11:14 am

1 stop4h 10m

$437

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Fri 12/25

9:44 am-2:30 pm

1 stop5h 46m

Chicago O'Hare Intl

Wed 12/30

6:50 am-3:04 pm

1 stop7h 14m

$447

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 11/4

6:00 am-11:00 am

1 stop6h 00m

Chicago O'Hare Intl

Sat 11/7

10:14 am-5:51 pm

1 stop6h 37m

$447

Quickest round-trip

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Wed 11/11

5:09 pm-8:48 pm

1 stop4h 39m

Chicago O'Hare Intl

Sat 11/14

8:04 am-2:37 pm

1 stop5h 33m

$447

TallahasseeChicago

TLH Tallahassee - ORD Chicago O'Hare Intl

TLHORD

Tallahassee

Thu 11/5

5:30 pm-10:32 pm

1 stop6h 02m

Chicago O'Hare Intl

Sun 11/8

8:15 am-5:51 pm

1 stop8h 36m

$457

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

Layovers

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 $453.

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	$100
Fastest flight time	4h 33m
Direct flights	None

The best one-way flight to Chicago from Tallahassee in the past 72 hours is $100. The best round-trip flight deal from Tallahassee to Chicago found on momondo in the last 72 hours is $265.

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 56% of the total bookings. Other popular airlines include American Airlines with 44%.

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 8,513 reviews		Search Delta flights
American Airlines	PriceFrom $316	Free Cancellation	Rating 7.1 11,979 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 $100

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 9/15. 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 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 cheapest month to fly to Chicago?

How have Tallahassee to Chicago flight prices changed over time?

What airlines fly to Chicago?

Which airport is the most popular layover for flights between Tallahassee and Chicago?

Which layover airport offers the lowest fares from Tallahassee to Chicago?

Which layover airport has the shortest travel time from Tallahassee to Chicago?

Which layover airport has the shortest connection time from Tallahassee 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

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