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Cheap flights from Chicago Midway Airport to Tallahassee from $140

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 9/16. 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
1 adult, Economy, 0 bags

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
10:48 am - 5:02 pmMDW  Chicago Midway-TLH Tallahassee
5h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:10 pm - 10:33 pmTLH  Tallahassee-MDW Chicago Midway
6h 23m1 stop Atlanta Hartsfield-Jackson
$437Delta
Wed, Sep 30 - Wed, Oct 7
Delta Logo
6:04 am - 11:16 amMDW  Chicago Midway-TLH Tallahassee
4h 12m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:18 am - 4:19 pmTLH  Tallahassee-MDW Chicago Midway
7h 01m1 stop Atlanta Hartsfield-Jackson
$447Delta
Sat, Oct 10 - Wed, Oct 14
Delta Logo
6:05 am - 11:15 amMDW  Chicago Midway-TLH Tallahassee
4h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:10 am - 9:49 amTLH  Tallahassee-MDW Chicago Midway
4h 39m1 stop Atlanta Hartsfield-Jackson
$457Delta
Mon, Sep 28 - Mon, Oct 5
Delta Logo
4:39 pm - 11:03 pmMDW  Chicago Midway-TLH Tallahassee
5h 24m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:53 pm - 10:44 pmTLH  Tallahassee-MDW Chicago Midway
5h 51m1 stop Atlanta Hartsfield-Jackson
$477Delta
Sat, Sep 5 - Tue, Sep 8
Delta Logo
6:04 am - 11:14 amMDW  Chicago Midway-TLH Tallahassee
4h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:03 amTLH  Tallahassee-MDW Chicago Midway
5h 03m1 stop Atlanta Hartsfield-Jackson
$478Delta
Wed, Oct 21 - Sun, Oct 25
Delta Logo
6:05 am - 11:15 amMDW  Chicago Midway-TLH Tallahassee
4h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:53 pm - 10:44 pmTLH  Tallahassee-MDW Chicago Midway
5h 51m1 stop Atlanta Hartsfield-Jackson
$488Delta
Thu, Sep 17 - Sun, Sep 20
Delta Logo
6:05 am - 6:54 pmMDW  Chicago Midway-TLH Tallahassee
11h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:53 pm - 10:44 pmTLH  Tallahassee-MDW Chicago Midway
5h 51m1 stop Atlanta Hartsfield-Jackson
$490Delta
Thu, Sep 17 - Mon, Sep 21
Delta Logo
6:05 am - 11:10 amMDW  Chicago Midway-TLH Tallahassee
4h 05m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:23 am - 4:15 pmTLH  Tallahassee-MDW Chicago Midway
6h 52m1 stop Atlanta Hartsfield-Jackson
$507Delta
Thu, Sep 3 - Mon, Sep 7
Delta Logo
5:25 pm - 10:20 pmMDW  Chicago Midway-TLH Tallahassee
3h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:15 pm - 10:10 pmTLH  Tallahassee-MDW Chicago Midway
3h 55m1 stop Atlanta Hartsfield-Jackson
$519Delta
Fri, Feb 12 - Sun, Feb 14
Delta Logo
4:39 pm - 11:03 pmMDW  Chicago Midway-TLH Tallahassee
5h 24m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 pm - 10:36 pmTLH  Tallahassee-MDW Chicago Midway
5h 36m1 stop Atlanta Hartsfield-Jackson
$523Delta
Sat, Aug 29 - Wed, Sep 2

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Delta flights from Chicago Midway Airport to Tallahassee

Our best Delta deals on Chicago Midway Airport to Tallahassee flight tickets
Delta
Sep 30
MDW10:48 amChicago Midway
5h 14m
1 stop
TLH5:02 pmTallahassee
Oct 7
TLH5:10 pmTallahassee
6h 23m
1 stop
MDW10:33 pmChicago Midway
$437
Delta
Oct 10
MDW6:04 amChicago Midway
4h 12m
1 stop
TLH11:16 amTallahassee
Oct 14
TLH10:18 amTallahassee
7h 01m
1 stop
MDW4:19 pmChicago Midway
$447
Delta
Sep 28
MDW6:05 amChicago Midway
4h 10m
1 stop
TLH11:15 amTallahassee
Oct 5
TLH6:10 amTallahassee
4h 39m
1 stop
MDW9:49 amChicago Midway
$457

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 August 16, 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 Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Wed 9/30

10:48 am-5:02 pm

1 stop5h 14m

Tallahassee

Wed 10/7

5:10 pm-10:33 pm

1 stop6h 23m

$437

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Sat 10/10

6:04 am-11:16 am

1 stop4h 12m

Tallahassee

Wed 10/14

10:18 am-4:19 pm

1 stop7h 01m

$447

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Mon 9/28

6:05 am-11:15 am

1 stop4h 10m

Tallahassee

Mon 10/5

6:10 am-9:49 am

1 stop4h 39m

$457

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Sat 9/5

4:39 pm-11:03 pm

1 stop5h 24m

Tallahassee

Tue 9/8

5:53 pm-10:44 pm

1 stop5h 51m

$477

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Wed 10/21

6:04 am-11:14 am

1 stop4h 10m

Tallahassee

Sun 10/25

6:00 am-10:03 am

1 stop5h 03m

$478

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Thu 9/17

6:05 am-11:15 am

1 stop4h 10m

Tallahassee

Sun 9/20

5:53 pm-10:44 pm

1 stop5h 51m

$488

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Thu 9/17

6:05 am-6:54 pm

1 stop11h 49m

Tallahassee

Mon 9/21

5:53 pm-10:44 pm

1 stop5h 51m

$490

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Thu 9/3

6:05 am-11:10 am

1 stop4h 05m

Tallahassee

Mon 9/7

10:23 am-4:15 pm

1 stop6h 52m

$507
Quickest round-trip

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Fri 2/12

5:25 pm-10:20 pm

1 stop3h 55m

Tallahassee

Sun 2/14

7:15 pm-10:10 pm

1 stop3h 55m

$519

ChicagoTallahassee

MDW Chicago Midway - TLH Tallahassee

MDWTLH

Chicago Midway

Sat 8/29

4:39 pm-11:03 pm

1 stop5h 24m

Tallahassee

Wed 9/2

6:00 pm-10:36 pm

1 stop5h 36m

$523

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 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 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Tallahassee takes 4h 10m
There are no direct flights from Chicago Midway Airport to Tallahassee. There are no popular flight routes from Chicago Midway Airport to Tallahassee.
Search flight deals

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 10m 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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