TLH - MDW

$194 Find Cheap Flights from Tallahassee to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tallahassee to Midway departing on 1/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tallahassee to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$378
Delta
Tue 1/13Tue 1/20
TLH - MDW • 1 stop
Cheapest one-way
$194
Delta
Thu 1/1
TLH - MDW • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Tallahassee to Midway (TLH-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tallahassee to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Tallahassee to Midway

Tue, Jan 13 - Tue, Jan 20
Delta Logo
5:50 pm - 10:07 pm
TLH
-
MDW
5h 17m1 stop
Delta Logo
6:00 am - 1:04 pm
MDW
-
TLH
6h 04m1 stop
$378Delta
Tue, Jan 27 - Thu, Jan 29
Delta Logo
1:45 pm - 5:29 pm
TLH
-
MDW
4h 44m1 stop
Delta Logo
12:48 pm - 6:40 pm
MDW
-
TLH
4h 52m1 stop
$467Delta
Wed, Dec 31 - Sat, Jan 3
Delta Logo
5:26 pm - 10:22 pm
TLH
-
MDW
5h 56m1 stop
Delta Logo
6:00 am - 12:31 pm
MDW
-
TLH
5h 31m1 stop
$588Delta
Tue, Jan 13 - Tue, Jan 20
Delta Logo
5:30 am - 10:27 am
TLH
-
MDW
5h 57m1 stop
Delta Logo
1:49 pm - 10:20 pm
MDW
-
TLH
7h 31m2 stops
$676Delta
Tue, Jan 27 - Thu, Jan 29
Delta Logo
1:45 pm - 5:29 pm
TLH
-
MDW
4h 44m1 stop
Delta Logo
9:50 am - 8:45 pm
MDW
-
TLH
9h 55m2 stops
$705Delta
Wed, Dec 31 - Sun, Jan 4
Delta Logo
5:26 pm - 10:22 pm
TLH
-
MDW
5h 56m1 stop
Delta Logo
6:00 am - 12:39 pm
MDW
-
TLH
5h 39m1 stop
$728Delta
Fri, Mar 13 - Sat, Mar 21
Delta Logo
12:53 pm - 4:53 pm
TLH
-
MDW
5h 00m1 stop
Delta Logo
6:30 am - 12:06 pm
MDW
-
TLH
4h 36m1 stop
$737Delta
Wed, Dec 31 - Sun, Jan 4
Delta Logo
5:26 pm - 10:22 pm
TLH
-
MDW
5h 56m1 stop
Delta Logo
12:45 pm - 8:51 pm
MDW
-
TLH
7h 06m1 stop
$738Delta
Tue, Dec 30 - Fri, Jan 2
Delta Logo
6:00 am - 9:05 am
TLH
-
MDW
4h 05m1 stop
Delta Logo
6:00 am - 12:31 pm
MDW
-
TLH
5h 31m1 stop
$869Delta
Fri, Mar 13 - Sun, Mar 22
Delta Logo
7:07 pm - 10:29 pm
TLH
-
MDW
4h 22m1 stop
Delta Logo
6:30 am - 12:06 pm
MDW
-
TLH
4h 36m1 stop
$898Delta
Booking Insights

KAYAK's insights & trends for Tallahassee to Midway flights

Get data-powered insights and trends into flights from Tallahassee to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Tallahassee to Chicago Midway Airport?

The average price of all round-trip flights from Tallahassee to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Tallahassee to Chicago Midway Airport, look for departures on Fridays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Friday is the cheapest day to fly and Saturday is the most expensive.

Find deals

Good to know

Cheapest flight$194
Flight from Tallahassee to Chicago Midway Airport

When to book flights from Tallahassee to Midway

Are your dates flexible? Find out the best times to travel from Tallahassee to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Tallahassee to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Tallahassee to Chicago Midway Airport was $194 for a one-way ticket and $378 for a round-trip.

  • Do I need a passport to fly between Tallahassee and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Tallahassee to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Tallahassee to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Tallahassee and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Tallahassee to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Tallahassee to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Tallahassee to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Tallahassee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Tallahassee to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Tallahassee with another airline. Booking your flights between Tallahassee and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Tallahassee to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Tallahassee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Tallahassee to Midway

 
See real verified KAYAK customer reviews for airlines flying from Tallahassee to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Tallahassee to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8008 reviews
7.9Entertainment
7.9Comfort
8.5Crew
8.1Boarding
7.3Food
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

Cramped seating for me. Luckily it wasn’t a long flight

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Everything you need to know for your flight from Tallahassee to Midway

Information on your arrival and departure airports

Tallahassee (TLH)
Midway (MDW)