Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Tallahassee to Chicago from $232

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Chicago departing on 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Tallahassee to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:17 pm - 12:25 pm
TLH
-
ORD
23h 08m
1 stop
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
$232Multiple Airlines
Tue, Jul 21 - Sat, Jul 25
Multiple Airlines Logo
2:17 pm - 12:25 pm
TLH
-
ORD
23h 08m
1 stop
Multiple Airlines Logo
7:55 am - 7:28 am
ORD
-
TLH
22h 33m
1 stop
$236Multiple Airlines
Tue, Aug 25 - Sat, Aug 29
Multiple Airlines Logo
9:38 am - 7:55 pm
TLH
-
ORD
11h 17m
2 stops
Multiple Airlines Logo
7:55 am - 7:28 am
ORD
-
TLH
22h 33m
1 stop
$261Multiple Airlines
Tue, Aug 25 - Sat, Aug 29
Multiple Airlines Logo
8:08 am - 7:55 pm
TLH
-
ORD
12h 47m
2 stops
Multiple Airlines Logo
7:55 am - 7:28 am
ORD
-
TLH
22h 33m
1 stop
$265Multiple Airlines
Sun, Aug 23 - Wed, Aug 26
Multiple Airlines Logo
9:38 am - 7:53 am
TLH
-
ORD
23h 15m
2 stops
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
$273Multiple Airlines
Tue, Jul 21 - Sat, Jul 25
Multiple Airlines Logo
8:08 am - 8:03 am
TLH
-
ORD
24h 55m
2 stops
Multiple Airlines Logo
7:55 am - 7:28 am
ORD
-
TLH
22h 33m
1 stop
$276Multiple Airlines
Sun, Aug 23 - Sat, Aug 29
Multiple Airlines Logo
8:08 am - 7:55 pm
TLH
-
ORD
12h 47m
2 stops
Multiple Airlines Logo
7:55 am - 7:28 am
ORD
-
TLH
22h 33m
1 stop
$280Multiple Airlines
Thu, Aug 20 - Wed, Aug 26
Multiple Airlines Logo
2:17 pm - 12:25 pm
TLH
-
ORD
23h 08m
1 stop
Multiple Airlines Logo
7:05 am - 1:37 pm
ORD
-
TLH
29h 32m
2 stops
$284Multiple Airlines
Tue, Jul 21 - Mon, Jul 27
Delta Logo
11:51 am - 4:12 pm
TLH
-
MDW
5h 21m
1 stop
Delta Logo
6:00 am - 11:24 am
MDW
-
TLH
4h 24m
1 stop
$427Delta
Tue, Jun 2 - Tue, Jun 9
Delta Logo
5:41 pm - 10:15 pm
TLH
-
MDW
5h 34m
1 stop
Delta Logo
6:00 am - 11:21 am
MDW
-
TLH
4h 21m
1 stop
$437Delta
Tue, Jul 21 - Mon, Jul 27

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Tallahassee to Chicago

Our best Delta deals on Tallahassee to Chicago flight tickets
Delta
Jun 2
TLH11:51 amTallahassee
5h 21m
1 stop
MDW4:12 pmChicago Midway
Jun 9
MDW6:00 amChicago Midway
4h 24m
1 stop
TLH11:24 amTallahassee
$427
Delta
Jul 21
TLH5:41 pmTallahassee
5h 34m
1 stop
MDW10:15 pmChicago Midway
Jul 27
MDW6:00 amChicago Midway
4h 21m
1 stop
TLH11:21 amTallahassee
$437
Delta
Jun 29
TLH5:41 pmTallahassee
17h 32m
1 stop
ORD10:13 amChicago O'Hare Intl
Jul 4
ORD9:48 amChicago O'Hare Intl
8h 57m
1 stop
TLH7:45 pmTallahassee
$445

American Airlines flights from Tallahassee to Chicago

Our best American Airlines deals on Tallahassee to Chicago flight tickets
American Airlines
Jun 2
TLH6:00 amTallahassee
5h 59m
1 stop
ORD10:59 amChicago O'Hare Intl
Jun 9
ORD11:43 amChicago O'Hare Intl
6h 51m
1 stop
TLH7:34 pmTallahassee
$427
American Airlines
Sep 3
TLH9:51 amTallahassee
5h 49m
1 stop
ORD2:40 pmChicago O'Hare Intl
Sep 9
ORD9:20 amChicago O'Hare Intl
4h 29m
1 stop
TLH2:49 pmTallahassee
$437
American Airlines
May 26
TLH11:45 amTallahassee
5h 14m
1 stop
ORD3:59 pmChicago O'Hare Intl
May 31
ORD5:00 amChicago O'Hare Intl
7h 09m
1 stop
TLH1:09 pmTallahassee
$455

momondo Fare Finder

 
Customize your flight search to find flights from Tallahassee to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 6, 2026.
Use the filters below to find and compare flights from Tallahassee to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 7/21

2:17 pm-12:25 pm

1 stop23h 08m

Chicago O'Hare Intl

Sat 7/25

8:05 am-7:28 am

1 stop22h 23m

$232

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 8/25

2:17 pm-12:25 pm

1 stop23h 08m

Chicago O'Hare Intl

Sat 8/29

7:55 am-7:28 am

1 stop22h 33m

$236

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 8/25

9:38 am-7:55 pm

2 stops11h 17m

Chicago O'Hare Intl

Sat 8/29

7:55 am-7:28 am

1 stop22h 33m

$261

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Sun 8/23

8:08 am-7:55 pm

2 stops12h 47m

Chicago O'Hare Intl

Wed 8/26

7:55 am-7:28 am

1 stop22h 33m

$265

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 7/21

9:38 am-7:53 am

2 stops23h 15m

Chicago O'Hare Intl

Sat 7/25

8:05 am-7:28 am

1 stop22h 23m

$273

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Sun 8/23

8:08 am-8:03 am

2 stops24h 55m

Chicago O'Hare Intl

Sat 8/29

7:55 am-7:28 am

1 stop22h 33m

$276

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Thu 8/20

8:08 am-7:55 pm

2 stops12h 47m

Chicago O'Hare Intl

Wed 8/26

7:55 am-7:28 am

1 stop22h 33m

$280

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 7/21

2:17 pm-12:25 pm

1 stop23h 08m

Chicago O'Hare Intl

Mon 7/27

7:05 am-1:37 pm

2 stops29h 32m

$284
Quickest round-trip

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Tue 6/2

11:51 am-4:12 pm

1 stop5h 21m

Chicago Midway

Tue 6/9

6:00 am-11:24 am

1 stop4h 24m

$427

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Tue 7/21

5:41 pm-10:15 pm

1 stop5h 34m

Chicago Midway

Mon 7/27

6:00 am-11:21 am

1 stop4h 21m

$437

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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

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

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Tallahassee, with most prices found around $66. If you’re not able to fly to Chicago in November, then December is your next best option. Flight prices from Tallahassee to Chicago during December average around $158.

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

Fastest flight time

4h 11m

Direct flights

None
The fastest flight from Tallahassee to Chicago takes 4h 11m
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 11m.

  • 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?

  • 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?

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
DeltaPriceFrom $158Free CancellationRating
7.9
8,456 reviews
Search Delta flights
American AirlinesPriceFrom $316Free CancellationRating
7.1
11,666 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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.

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 6/5
Fri 6/12
By creating a price alert you accept our terms of use and privacy policy.

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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport