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$179+ Cheap flights from Tallahassee (TLH) to Midway (MDW)

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 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Tallahassee to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Tallahassee (TLH) to Midway (MDW). 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 June 12, 2025.

Round-trip from

$357
(Delta)

One-way from

$179
(Delta)

Popular in

January

Cheapest in

December

Average price

$768
From Tallahassee to Chicago Midway
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One-way flight from Tallahassee to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Tallahassee to Midway

Cheapest flights from Tallahassee to Midway
Explore the most affordable flight options available from Tallahassee to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/12. 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 9/205:40 amTLH - MDW
1 stop5h 11mDelta
Sat 9/276:00 amMDW - TLH
1 stop6h 34mDelta
Deal found 6/12$357

Cheapflights Fare Finder

Customize your flight search to find flights from Tallahassee to Midway 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 June 12, 2025.
Use the filters below to find and compare flights from Tallahassee to Chicago Midway Airport that are best for you.

Fly from

Tallahassee

Fly to

Midway

Route

Depart

Return

Price

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Sat 9/20

5:40 am-9:51 am

1 stop5h 11m

Chicago Midway

Sat 9/27

6:00 am-1:34 pm

1 stop6h 34m

$357

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Mon 6/30

5:37 am-9:41 am

1 stop5h 04m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Tallahassee to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Tallahassee 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 Tallahassee to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Tallahassee to Chicago Midway Airport (average of $160). Flying from Tallahassee to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

What is the cheapest time of day to fly from TLH to MDW?

Find hourly flight availability from Tallahassee to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s typically best to fly out from Tallahassee to Chicago Midway Airport at noon. Doing so could potentially save you 19% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 12, 2025.
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Midway. 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 from for flights from Tallahassee to Chicago Midway?

    For a flight from Tallahassee to Chicago Midway, you will be flying from Tallahassee. Tallahassee (TLH) is just 5.0 mi from the center of the city. Tallahassee is the only Tallahassee airport and it handles 0 outbound flights to Chicago Midway per day. 1 airline has flights to Chicago Midway from Tallahassee on a regular basis.

  • What is the cheapest airline to fly from Tallahassee to Chicago Midway Airport round-trip?

    Currently priced at $357, Delta will fly you from Tallahassee to Chicago Midway Airport and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Delta is 47% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tallahassee to Midway 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 Tallahassee to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Tallahassee to Chicago Midway Airport (average of $160). Flying from Tallahassee to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top airline flying from Tallahassee to Midway

Discover the top airline that operate flights from Tallahassee to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$438Average$663FlexibilityNo cancel feeOn-timeN/A

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