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Cheap flights from Chicago to Tallahassee from $149

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Tallahassee departing on 11/15. 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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0 bags

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Find the cheapest flights from Chicago to Tallahassee

Cheap round-trip flights

Delta Logo
5:30 am - 12:00 pmORD-TLH
5h 30m1 stop
Delta Logo
2:30 pm - 7:09 pmTLH-ORD
5h 39m1 stop
$297Delta
Find Deal
Wed, Sep 17 - Sat, Sep 20
American Airlines Logo
1:20 pm - 10:36 pmORD-TLH
8h 16m1 stop
American Airlines Logo
5:45 am - 11:00 amTLH-ORD
6h 15m1 stop
$342American Airlines
Find Deal
Fri, Sep 19 - Sat, Sep 27
American Airlines Logo
5:00 am - 12:44 pmORD-TLH
6h 44m1 stop
American Airlines Logo
6:45 pm - 11:12 pmTLH-ORD
5h 27m1 stop
$372American Airlines
Find Deal
Fri, Sep 12 - Wed, Sep 17
Delta Logo
6:00 am - 2:00 pmMDW-TLH
7h 00m1 stop
Delta Logo
7:00 am - 9:52 amTLH-MDW
3h 52m1 stop
$387Delta
Find Deal
Thu, Nov 20 - Sun, Nov 23
American Airlines Logo
1:14 pm - 10:26 pmORD-TLH
8h 12m1 stop
American Airlines Logo
6:05 am - 11:03 amTLH-ORD
5h 58m1 stop
$387American Airlines
Find Deal
Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
1:51 pm - 8:10 pmORD-TLH
5h 19m1 stop
American Airlines Logo
5:57 am - 12:11 pmTLH-ORD
7h 14m1 stop
$398American Airlines
Find Deal
Fri, Oct 31 - Sun, Nov 2
American Airlines Logo
1:51 pm - 8:10 pmORD-TLH
5h 19m1 stop
American Airlines Logo
6:04 pm - 11:53 pmTLH-ORD
6h 49m1 stop
$412American Airlines
Find Deal
Wed, Oct 15 - Sun, Oct 19
Delta Logo
12:43 pm - 8:11 pmMDW-TLH
6h 28m1 stop
Delta Logo
5:12 pm - 9:36 pmTLH-MDW
5h 24m1 stop
$417Delta
Find Deal
Fri, Sep 12 - Wed, Sep 17
Delta Logo
6:00 am - 12:00 pmMDW-TLH
5h 00m1 stop
Delta Logo
5:12 pm - 9:36 pmTLH-MDW
5h 24m1 stop
$443Delta
Find Deal
Fri, Sep 26 - Sun, Sep 28
Delta Logo
6:45 am - 2:00 pmORD-TLH
6h 15m1 stop
Delta Logo
2:50 pm - 6:47 pmTLH-ORD
4h 57m1 stop
$443Delta
Find Deal
Fri, Nov 21 - Fri, Nov 28

Delta flights from Chicago to Tallahassee

Our best Delta deals on Chicago to Tallahassee flight tickets
Delta
Sep 17
ORD5:30 amChicago O'Hare Intl
5h 30m
1 stop
TLH12:00 pmTallahassee
Sep 20
TLH2:30 pmTallahassee
5h 39m
1 stop
ORD7:09 pmChicago O'Hare Intl
$297
Find similar
Delta
Sep 6
MDW10:31 amChicago Midway
4h 58m
1 stop
TLH4:29 pmTallahassee
Sep 9
TLH5:10 pmTallahassee
5h 16m
1 stop
MDW9:26 pmChicago Midway
$372
Find similar
Delta
Nov 20
MDW6:00 amChicago Midway
7h 00m
1 stop
TLH2:00 pmTallahassee
Nov 23
TLH7:00 amTallahassee
3h 52m
1 stop
MDW9:52 amChicago Midway
$387
Find similar

American Airlines flights from Chicago to Tallahassee

Our best American Airlines deals on Chicago to Tallahassee flight tickets
American Airlines
Sep 19
ORD1:20 pmChicago O'Hare Intl
8h 16m
1 stop
TLH10:36 pmTallahassee
Sep 27
TLH5:45 amTallahassee
6h 15m
1 stop
ORD11:00 amChicago O'Hare Intl
$342
Find similar
American Airlines
Sep 12
ORD5:00 amChicago O'Hare Intl
6h 44m
1 stop
TLH12:44 pmTallahassee
Sep 17
TLH6:45 pmTallahassee
5h 27m
1 stop
ORD11:12 pmChicago O'Hare Intl
$372
Find similar
American Airlines
Oct 24
ORD1:14 pmChicago O'Hare Intl
8h 12m
1 stop
TLH10:26 pmTallahassee
Oct 27
TLH6:05 amTallahassee
5h 58m
1 stop
ORD11:03 amChicago O'Hare Intl
$387
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Tallahassee 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 August 28, 2025.
Use the filters below to find and compare flights from Chicago to Tallahassee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 9/17

5:30 am-12:00 pm

1 stop5h 30m

Tallahassee

Sat 9/20

2:30 pm-7:09 pm

1 stop5h 39m

$297

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 9/19

1:20 pm-10:36 pm

1 stop8h 16m

Tallahassee

Sat 9/27

5:45 am-11:00 am

1 stop6h 15m

$342

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 9/12

5:00 am-12:44 pm

1 stop6h 44m

Tallahassee

Wed 9/17

6:45 pm-11:12 pm

1 stop5h 27m

$372

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 11/20

6:00 am-2:00 pm

1 stop7h 00m

Tallahassee

Sun 11/23

7:00 am-9:52 am

1 stop3h 52m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 10/24

1:14 pm-10:26 pm

1 stop8h 12m

Tallahassee

Mon 10/27

6:05 am-11:03 am

1 stop5h 58m

$387

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 10/31

1:51 pm-8:10 pm

1 stop5h 19m

Tallahassee

Sun 11/2

5:57 am-12:11 pm

1 stop7h 14m

$398

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 10/15

1:51 pm-8:10 pm

1 stop5h 19m

Tallahassee

Sun 10/19

6:04 pm-11:53 pm

1 stop6h 49m

$412

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 9/12

12:43 pm-8:11 pm

1 stop6h 28m

Tallahassee

Wed 9/17

5:12 pm-9:36 pm

1 stop5h 24m

$417

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 9/26

6:00 am-12:00 pm

1 stop5h 00m

Tallahassee

Sun 9/28

5:12 pm-9:36 pm

1 stop5h 24m

$443

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 11/21

6:45 am-2:00 pm

1 stop6h 15m

Tallahassee

Fri 11/28

2:50 pm-6:47 pm

1 stop4h 57m

$443

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Tallahassee from

How to get the cheapest flight ticket from Chicago to Tallahassee

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 Chicago and Tallahassee?

What is the cheapest month to fly to Tallahassee?

The cheapest month to fly to Tallahassee from Chicago is in August. Flight prices, which tend to average around $376, are often lower during this time because this is during the off-season. If you don’t want to visit Tallahassee in August, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $401.

What is the cheapest day to depart on your flight to Tallahassee?

The cheapest day to depart from Chicago to Tallahassee is on a Saturday. Travelers who choose to depart for Tallahassee on a Saturday will often find tickets for as low as $497. On the other hand, Thursday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $655.

What is the cheapest time of day to depart on your flight to Tallahassee?

Our data shows that the cheapest Chicago to Tallahassee flights are usually those with departure times at noon. Our users have found flights to Tallahassee at noon for as low as $589. Try not to purchase tickets in the afternoon because they tend to be around $647. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Chicago to Tallahassee flight prices changed over time?

As of August 2025, prices for Chicago to Tallahassee flights are approximately 100% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Tallahassee

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

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

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

Direct flights

None
There are no direct flights from Chicago to Tallahassee. There are no popular flight routes from Chicago to Tallahassee.
Search flight deals

  • How far is Chicago to Tallahassee by plane?

    There are 811.3 mi between Chicago and Tallahassee. 3h 37m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Tallahassee Airport are refreshed on a daily basis.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Tallahassee Airport.

  • What documentation or ID do you need to fly to Tallahassee Airport?

    The required travel and health documents for your Tallahassee Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Tallahassee Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Tallahassee?

Best airlines flying from Chicago to Tallahassee

Compare and see reviews for airlines that fly from Chicago to Tallahassee with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $356Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $356Free CancellationRating
7.9
7,977 reviews
Search Delta flights

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
St. George Island
Thomasville
Apalachicola
Midway

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Tallahassee. momondo saves you time and could save you money on your trip.

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

Flights from Chicago to Tallahassee with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Tallahassee flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Chicago to Tallahassee now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Tallahassee and let you know when they change.

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