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Tallahassee

$317+ Cheap flights from Midway (MDW) to Tallahassee (TLH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TLH
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Find cheap flights from Midway to Tallahassee with Cheapflights

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Cheap flight deals from Midway to Tallahassee

Cheapest flights from Midway to Tallahassee
Explore the most affordable flight options available from Midway to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
MDW
-
TLH
1 stop5h 43m
Delta
Tue 3/35:30 am
TLH
-
MDW
1 stop5h 24m
Delta
Deal found 1/28$317
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:49 am
MDW
-
TLH
1 stop6h 51m
Delta
Sat 2/285:23 pm
TLH
-
MDW
1 stop6h 08m
Delta
Deal found 1/27$362
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:45 am
MDW
-
TLH
1 stop4h 42m
Delta
Tue 3/175:36 am
TLH
-
MDW
1 stop5h 20m
Delta
Deal found 1/27$387
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:05 pm
MDW
-
TLH
1 stop6h 44m
Delta
Wed 9/305:10 pm
TLH
-
MDW
1 stop5h 36m
Delta
Deal found 1/27$397
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:21 pm
MDW
-
TLH
1 stop4h 11m
Delta
Mon 4/2012:58 pm
TLH
-
MDW
1 stop4h 27m
Delta
Deal found 1/28$407
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:00 am
MDW
-
TLH
1 stop5h 43m
Delta
Thu 3/57:29 pm
TLH
-
MDW
1 stop4h 02m
Delta
Deal found 1/28$413
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:53 pm
MDW
-
TLH
1 stop6h 23m
Delta
Sun 4/265:34 am
TLH
-
MDW
1 stop5h 22m
Delta
Deal found 1/27$417
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/312:47 pm
MDW
-
TLH
1 stop4h 37m
Delta
Fri 4/101:16 pm
TLH
-
MDW
1 stop5h 06m
Delta
Deal found 1/28$427
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:05 pm
MDW
-
TLH
1 stop6h 44m
Delta
Mon 9/213:40 pm
TLH
-
MDW
1 stop7h 06m
Delta
Deal found 1/28$463
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/144:13 pm
MDW
-
TLH
1 stop5h 07m
Delta
Sun 2/1510:24 am
TLH
-
MDW
1 stop5h 57m
Delta
Deal found 1/27$487
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:05 pm
MDW
-
TLH
1 stop6h 41m
Delta
Sun 10/255:35 am
TLH
-
MDW
1 stop5h 17m
Delta
Deal found 1/27$501
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:45 am
MDW
-
TLH
1 stop4h 42m
Delta
Mon 4/65:36 am
TLH
-
MDW
1 stop5h 20m
Delta
Deal found 1/27$551

Find flight deals from Midway to Tallahassee

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Tallahassee (TLH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Delta)

Popular in

July

Cheapest in

August

Average price

$449
Provider with most accurate pricing for Chicago Midway-Tallahassee flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Tallahassee flights.
Search Deals
From Chicago Midway to Tallahassee
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Tallahassee that are best for you.

Fly from

Midway

Fly to

Tallahassee

Route

Depart

Return

Price

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 2/24

12:45 pm-7:34 pm

1 stop5h 49m

Tallahassee

Tue 3/3

7:23 am-11:59 am

1 stop5h 36m

$317

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 2/26

10:49 am-6:40 pm

1 stop6h 51m

Tallahassee

Sat 2/28

5:23 pm-10:31 pm

1 stop6h 08m

$362

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/17

5:21 pm-10:32 pm

1 stop4h 11m

Tallahassee

Sun 4/19

7:06 pm-10:28 pm

1 stop4h 22m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/10

12:47 pm-7:32 pm

1 stop5h 45m

Tallahassee

Tue 3/17

1:16 pm-5:22 pm

1 stop5h 06m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 3/6

10:49 am-4:35 pm

1 stop4h 46m

Tallahassee

Sun 3/8

7:39 am-12:02 pm

1 stop5h 23m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Wed 4/15

12:53 pm-8:16 pm

1 stop6h 23m

Tallahassee

Sun 4/26

5:34 am-9:56 am

1 stop5h 22m

$417

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 5/8

1:05 pm-8:46 pm

1 stop6h 41m

Tallahassee

Sun 8/30

1:00 pm-4:27 pm

1 stop4h 27m

$427

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/17

10:43 am-4:24 pm

1 stop4h 41m

Tallahassee

Mon 4/20

7:06 pm-10:28 pm

1 stop4h 22m

$427

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 4/4

10:45 am-4:32 pm

1 stop4h 47m

Tallahassee

Sat 4/11

5:36 am-9:56 am

1 stop5h 20m

$427

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/3

12:47 pm-6:24 pm

1 stop4h 37m

Tallahassee

Fri 4/10

1:16 pm-5:22 pm

1 stop5h 06m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 12 results
1
2

Compare providers for flights from Midway to Tallahassee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Tallahassee in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Tallahassee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Tallahassee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Tallahassee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Tallahassee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Tallahassee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Tallahassee

Have a flexible travel schedule? Discover the best time to fly to Tallahassee from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Tallahassee

What is the cheapest month to book a flight from Chicago Midway Airport to Tallahassee?

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Tallahassee (average of $168). Flying from Chicago Midway Airport to Tallahassee in January is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Midway to Tallahassee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Tallahassee from Chicago Midway?

    Most people fly into Tallahassee (TLH) if they book a flight to Tallahassee from Chicago Midway. On average, Tallahassee has 0 inbound flights from Chicago Midway per day from 0 airlines. Tallahassee is conveniently located just 5.0 mi from Tallahassee’s city center.

  • How long is the flight from Chicago Midway Airport to Tallahassee?

    Departing from Chicago Midway Airport to Tallahassee will take you 5h 49m. The distance from Chicago Midway Airport to Tallahassee is about 809 mi.

  • Can I find deals for flights from Midway to Tallahassee that include hotel bookings?

    Yes. In addition to deals on Midway to Tallahassee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Tallahassee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Tallahassee.

  • Can I find deals for business class flights from Midway to Tallahassee?

    Yes. Cheapflights offers flight deals from Midway to Tallahassee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Tallahassee?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Tallahassee (average of $168). Flying from Chicago Midway Airport to Tallahassee in January is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Tallahassee?

Book flights to Tallahassee if you plan to visit one of these locations
Thomasville
Midway

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