$153 Cheap Delta flights from Tallahassee to Chicago (TLH to MDW)

Find The Best Day To Fly from Tallahassee to Chicago

Amazing Delta TLH to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $299 round trip and $153 one way. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 17 - Sat, Sep 20
TLH
Tallahassee
MDW
Chicago
$299 Roundtrip, found 8 hours ago
$299
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Sep 17 from Tallahassee to Chicago, returning Sat, Sep 20, priced at $299 found 8 hours ago
Thu, Aug 21 - Tue, Aug 26
TLH
Tallahassee
MDW
Chicago
$342 Roundtrip, found 1 day ago
$342
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Aug 21 from Tallahassee to Chicago, returning Tue, Aug 26, priced at $342 found 1 day ago
Tue, Aug 19 - Sat, Aug 23
TLH
Tallahassee
MDW
Chicago
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 19 from Tallahassee to Chicago, returning Sat, Aug 23, priced at $343 found 1 day ago
Sat, Aug 23 - Mon, Aug 25
TLH
Tallahassee
MDW
Chicago
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 23 from Tallahassee to Chicago, returning Mon, Aug 25, priced at $344 found 1 day ago
Wed, Sep 17 - Sat, Sep 20
TLH
Tallahassee
MDW
Chicago
$370 Roundtrip, found 8 hours ago
$370
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, Sep 17 from Tallahassee to Chicago, returning Sat, Sep 20, priced at $370 found 8 hours ago
Tue, Aug 19 - Fri, Aug 22
TLH
Tallahassee
MDW
Chicago
$381 Roundtrip, found 1 day ago
$381
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 19 from Tallahassee to Chicago, returning Fri, Aug 22, priced at $381 found 1 day ago

Frequently asked questions

Can I catch a flight from Tallahassee Intl. Airport (TLH) to MDW right now?
It's always wise to learn about any travel advice reports and quarantine requirements in effect in your destination. Make sure you visit our Covid-19 Travel Advisor for up-to-date information on flying to Midway Intl. Airport (MDW).
What terminal is Delta Air Lines at TLH?
Once you receive the boarding pass for your Delta Air Lines flight from Tallahassee Intl. Airport to Midway Airport, you should be able to see which terminals you'll be flying in and out of. Your carrier will have the answers if you can't find those details on your ticket.
Are there Delta Air Lines non-stop flights from TLH to MDW?
As you can't travel direct from TLH to MDW with Delta Air Lines, make the most of your layover. Sit down to some refreshments at a comfortable airport bar, or stroll around the terminal and indulge in some retail therapy.
How long is a Delta Air Lines flight from TLH to MDW?
No unpleasant jet lag, no legs craving a stretch — there are so many reasons to love short-haul flights. If you're traveling with Delta Air Lines from TLH to MDW, your ride will zoom by in an average of 3 hours and 15 minutes.
How many direct and indirect flights does Delta Air Lines fly from TLH to MDW?
If you're considering a jaunt from TLH to MDW, you can select from around 3 Delta Air Lines flights per day.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Midway Intl. Airport (MDW), please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best Delta flight from Tallahassee TLH to Chicago MDW 

To find the best deals on flights to Tallahassee from Chicago with Delta, just enter your travel dates, filter by Delta, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Tallahassee TLH to Chicago MDW with Delta 

If you’re planning a round trip, booking return flights with Delta is usually the most cost-effective option. With airfares ranging from $299 to $381, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way Delta flights from Tallahassee TLH to Chicago MDW 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way Delta flight from Tallahassee to Chicago costs from $153. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Chicago MDW from  Tallahassee TLH with Delta 

To find a cheap Delta flight from Tallahassee TLH to Chicago MDW, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on Delta flights from Tallahassee TLH to Chicago MDW 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as September, or if you book a flight with a stopover. 

 

Find nonstop flights from Tallahassee TLH to Chicago MDW with Delta 

If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct Delta flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for Delta flights from Tallahassee TLH to Chicago MDW 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Chicago MDW from  Tallahassee TLH with Delta on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

Delta Airports
Hop on a(n) Delta flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ATLUSAHartsfield-Jackson Atlanta Intl.252
DTWUSADetroit Metropolitan Wayne County156
MSPUSAMinneapolis - St. Paul Intl.131
SLCUSASalt Lake City Intl.116
SEAUSASeattle - Tacoma Intl.57
LAXUSALos Angeles Intl.41
AMSNLDSchiphol31
YYCCANCalgary Intl.26
YYZCANPearson Intl.24
JFKUSAJohn F. Kennedy Intl.23

Travelers ❤️ these 🏨 after their flight to Chicago

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
8.8/10 Excellent! (1,278 reviews)
"Great stay - two weeks of wonderful service and attentive front desk. It made my trip worth it!"

Reviewed on Jul 18, 2025

Crowne Plaza Chicago West Loop by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
7.8/10 Good! (8,879 reviews)
"Great place to stay."

Reviewed on Jul 19, 2025

Congress Plaza Hotel
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street, Chicago, IL
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 ...
8.2/10 Very Good! (1,010 reviews)
"Its was very nice and pleasant stay"

Reviewed on Jul 15, 2025

Holiday Inn & Suites Chicago - Downtown by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.