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Cheap flights from Chicago Midway Airport to Tallahassee from $328

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 Midway Airport to Tallahassee departing on 6/18. 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

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Find the cheapest flights from Chicago Midway Airport to Tallahassee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:23 am - 1:57 pm
MDW
-
TLH
6h 34m
1 stop
Delta Logo
5:23 pm - 9:09 pm
TLH
-
MDW
4h 46m
1 stop
$392Delta
Tue, May 19 - Tue, May 26
Delta Logo
6:23 am - 1:57 pm
MDW
-
TLH
6h 34m
1 stop
Delta Logo
5:23 pm - 9:09 pm
TLH
-
MDW
4h 46m
1 stop
$402Delta
Fri, May 15 - Tue, May 19
Delta Logo
6:00 am - 12:11 pm
MDW
-
TLH
5h 11m
1 stop
Delta Logo
11:51 am - 4:12 pm
TLH
-
MDW
5h 21m
1 stop
$435Delta
Tue, May 5 - Tue, May 12
Delta Logo
6:05 am - 11:24 am
MDW
-
TLH
4h 19m
1 stop
Delta Logo
7:01 pm - 10:17 pm
TLH
-
MDW
4h 16m
1 stop
$437Delta
Fri, Jun 12 - Wed, Jun 17
Delta Logo
12:53 pm - 6:21 pm
MDW
-
TLH
4h 28m
1 stop
Delta Logo
5:41 pm - 10:17 pm
TLH
-
MDW
5h 36m
1 stop
$447Delta
Thu, Jun 4 - Sun, Jun 7
Delta Logo
4:22 pm - 10:54 pm
MDW
-
TLH
5h 32m
1 stop
Delta Logo
7:01 pm - 10:15 pm
TLH
-
MDW
4h 14m
1 stop
$473Delta
Sat, Jul 25 - Sun, Aug 2
Delta Logo
10:41 am - 4:30 pm
MDW
-
TLH
4h 49m
1 stop
Delta Logo
8:05 am - 11:56 am
TLH
-
MDW
4h 51m
1 stop
$487Delta
Sun, May 3 - Sun, May 10
Delta Logo
4:22 pm - 10:54 pm
MDW
-
TLH
5h 32m
1 stop
Delta Logo
5:41 pm - 10:15 pm
TLH
-
MDW
5h 34m
1 stop
$499Delta
Sat, Jul 25 - Sat, Aug 1
Delta Logo
12:52 pm - 6:20 pm
MDW
-
TLH
4h 28m
1 stop
Delta Logo
6:44 pm - 10:28 pm
TLH
-
MDW
4h 44m
1 stop
$520Delta
Fri, May 1 - Tue, May 5
Delta Logo
5:11 pm - 10:53 pm
MDW
-
TLH
4h 42m
1 stop
Delta Logo
5:41 pm - 10:17 pm
TLH
-
MDW
5h 36m
1 stop
$553Delta
Mon, Jun 22 - Sat, Jun 27

Delta flights from Chicago Midway Airport to Tallahassee

Our best Delta deals on Chicago Midway Airport to Tallahassee flight tickets
Delta
May 19
MDW6:23 amChicago Midway
6h 34m
1 stop
TLH1:57 pmTallahassee
May 26
TLH5:23 pmTallahassee
4h 46m
1 stop
MDW9:09 pmChicago Midway
$392
Delta
May 15
MDW6:23 amChicago Midway
6h 34m
1 stop
TLH1:57 pmTallahassee
May 19
TLH5:23 pmTallahassee
4h 46m
1 stop
MDW9:09 pmChicago Midway
$402
Delta
May 5
MDW6:00 amChicago Midway
5h 11m
1 stop
TLH12:11 pmTallahassee
May 12
TLH11:51 amTallahassee
5h 21m
1 stop
MDW4:12 pmChicago Midway
$435

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 April 20, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Tallahassee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 5/19

6:23 am-1:57 pm

1 stop6h 34m

Tallahassee

Tue 5/26

5:23 pm-9:09 pm

1 stop4h 46m

$392

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 5/15

6:23 am-1:57 pm

1 stop6h 34m

Tallahassee

Tue 5/19

5:23 pm-9:09 pm

1 stop4h 46m

$402

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 5/5

6:00 am-12:11 pm

1 stop5h 11m

Tallahassee

Tue 5/12

11:51 am-4:12 pm

1 stop5h 21m

$435
Quickest round-trip

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 6/12

6:05 am-11:24 am

1 stop4h 19m

Tallahassee

Wed 6/17

7:01 pm-10:17 pm

1 stop4h 16m

$437

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 6/4

12:53 pm-6:21 pm

1 stop4h 28m

Tallahassee

Sun 6/7

5:41 pm-10:17 pm

1 stop5h 36m

$447

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 7/25

4:22 pm-10:54 pm

1 stop5h 32m

Tallahassee

Sun 8/2

7:01 pm-10:15 pm

1 stop4h 14m

$473

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sun 5/3

10:41 am-4:30 pm

1 stop4h 49m

Tallahassee

Sun 5/10

8:05 am-11:56 am

1 stop4h 51m

$487

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 7/25

4:22 pm-10:54 pm

1 stop5h 32m

Tallahassee

Sat 8/1

5:41 pm-10:15 pm

1 stop5h 34m

$499

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 5/1

12:52 pm-6:20 pm

1 stop4h 28m

Tallahassee

Tue 5/5

6:44 pm-10:28 pm

1 stop4h 44m

$520

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Mon 6/22

5:11 pm-10:53 pm

1 stop4h 42m

Tallahassee

Sat 6/27

5:41 pm-10:17 pm

1 stop5h 36m

$553

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Tallahassee from

How to get the cheapest flight ticket from Chicago Midway Airport 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 cheapest airline that flies from Chicago Midway to Tallahassee?

Delta is the most popular carrier operating from Chicago Midway to Tallahassee

When to book flights from Chicago Midway Airport to Tallahassee

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

Cheap Chicago Midway Airport to Tallahassee (MDW to TLH) flight deals and tips

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

Fastest flight time

4h 19m

Direct flights

None
The fastest flight from Chicago Midway Airport to Tallahassee takes 4h 19m
There are no direct flights from Chicago Midway Airport to Tallahassee. There are no popular flight routes from Chicago Midway Airport to Tallahassee.
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Frequently asked questions about flying from Chicago Midway Airport to Tallahassee

  • How far is Chicago Midway to Tallahassee by plane?

    Tallahassee is 806.8 mi away from Chicago Midway. Typically, this will take 4h 19m by plane in normal conditions.

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

    Prices for flights from Chicago Midway Airport to Tallahassee Airport refresh daily.

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

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

    The necessary travel and health documents for your Tallahassee Airport 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.

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?

It is quick and easy to find Chicago to Tallahassee flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Tallahassee that suits you.

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

Yes. momondo allows you to filter the results for Chicago to Tallahassee flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Chicago and Tallahassee by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Tallahassee from Chicago 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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