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Tallahassee

$339+ Cheap flights from Midway (MDW) to Tallahassee (TLH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TLH
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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 12/253:25 pmMDW - TLH
1 stop4h 24mDelta
Tue 12/306:00 amTLH - MDW
1 stop4h 05mDelta
Deal found 12/17$487
This Delta deal was found by Cheapflights users on 12/17. 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.
Sun 12/215:05 pmMDW - TLH
1 stop5h 44mDelta
Sun 12/288:20 amTLH - MDW
1 stop4h 38mDelta
Deal found 12/17$778
This Delta deal was found by Cheapflights users on 12/16. 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 12/316:00 amMDW - TLH
1 stop4h 37mDelta
Sun 1/46:00 amTLH - MDW
1 stop4h 05mDelta
Deal found 12/16$904
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/229:50 amMDW - TLH
1 stop5h 51mDelta
Fri 12/266:00 amTLH - MDW
1 stop4h 05mDelta
Deal found 12/17$908
This Delta deal was found by Cheapflights users on 12/16. 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.
Sun 12/219:50 amMDW - TLH
1 stop5h 51mDelta
Tue 12/236:00 amTLH - MDW
1 stop4h 05mDelta
Deal found 12/16$1,058

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$317
(Delta)

Popular in

December

Cheapest in

August

Average price

$688
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. 10% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 18, 2025.
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

Thu 1/29

6:00 am-1:04 pm

1 stop6h 04m

Tallahassee

Thu 2/5

7:29 pm-10:22 pm

1 stop3h 53m

$363

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Tue 3/10

6:30 am-12:06 pm

1 stop4h 36m

Tallahassee

Tue 3/17

12:53 pm-4:53 pm

1 stop5h 00m

$387

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/17

1:05 pm-6:44 pm

1 stop4h 39m

Tallahassee

Mon 4/27

5:10 pm-9:45 pm

1 stop5h 35m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/10

5:38 pm-10:33 pm

1 stop3h 55m

Tallahassee

Sun 4/19

5:10 pm-9:45 pm

1 stop5h 35m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 4/30

1:05 pm-8:46 pm

1 stop6h 41m

Tallahassee

Fri 5/8

5:10 pm-9:45 pm

1 stop5h 35m

$503

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Wed 3/25

6:30 am-12:06 pm

1 stop4h 36m

Tallahassee

Sat 3/28

5:12 pm-10:29 pm

1 stop6h 17m

$562

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Fri 4/24

5:25 pm-10:20 pm

1 stop3h 55m

Tallahassee

Mon 5/4

5:10 pm-9:45 pm

1 stop5h 35m

$583

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 1/3

6:00 am-12:31 pm

1 stop5h 31m

Tallahassee

Sun 1/4

6:00 am-9:05 am

1 stop4h 05m

$719

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 1/1

6:00 am-11:37 am

1 stop4h 37m

Tallahassee

Mon 1/5

5:30 am-1:09 pm

2 stops8h 39m

$825

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 1/15

11:21 am-4:47 pm

1 stop4h 26m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 14 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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Tallahassee flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Tallahassee (average of $183). Flying from Chicago Midway Airport to Tallahassee in April is currently the most expensive (average of $334). 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 6h 04m. 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, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Tallahassee (average of $183). Flying from Chicago Midway Airport to Tallahassee in April is currently the most expensive (average of $334). 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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