CHI - TLH

$128 Find Cheap Flights from Chicago to Tallahassee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Tallahassee departing on 8/8. 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 Tallahassee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tallahassee, 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 Chicago to Tallahassee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$235
Typical prices: $514-$431
Multiple Airlines
Wed 7/15Tue 8/4
ORD - TLH • 1 stop
Cheapest one-way
$128
Typical prices: $358-$498
Multiple Airlines
Sat 8/8
ORD - TLH • 1 stop
Top airlines
Cheapest • from $427 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Tallahassee. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $351 (round-trip)
Shortest trip • 4h 39m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 64% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 Tallahassee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Tallahassee (CHI-TLH)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Tallahassee 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 Chicago to Tallahassee

Wed, Jul 15 - Tue, Aug 4
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
Multiple Airlines Logo
2:17 pm - 12:25 pm
TLH
-
ORD
23h 08m
1 stop
$235Multiple Airlines
Wed, Jul 15 - Tue, Aug 4
Multiple Airlines Logo
8:05 am - 7:28 am
ORD
-
TLH
22h 23m
1 stop
Multiple Airlines Logo
9:38 am - 7:53 pm
TLH
-
ORD
11h 15m
2 stops
$288Multiple Airlines
Sat, Sep 5 - Tue, Sep 8
Multiple Airlines Logo
5:26 pm - 7:28 am
ORD
-
TLH
13h 02m
1 stop
Multiple Airlines Logo
9:38 am - 8:29 pm
TLH
-
ORD
11h 51m
2 stops
$335Multiple Airlines
Wed, May 27 - Wed, Jun 3
American Airlines Logo
8:48 am - 3:02 pm
ORD
-
TLH
5h 14m
1 stop
American Airlines Logo
3:27 pm - 9:37 pm
TLH
-
ORD
7h 10m
1 stop
$427American Airlines
Wed, May 27 - Wed, Jun 3
Delta Logo
12:53 pm - 8:43 pm
MDW
-
TLH
6h 50m
1 stop
Delta Logo
6:15 am - 11:56 am
TLH
-
MDW
6h 41m
1 stop
$427Delta
Sat, May 30 - Tue, Jun 2
Delta Logo
10:45 am - 4:31 pm
MDW
-
TLH
4h 46m
1 stop
Delta Logo
6:15 am - 10:00 am
TLH
-
MDW
4h 45m
1 stop
$437Delta
Wed, Jun 24 - Sat, Jun 27
Delta Logo
9:48 am - 2:41 pm
ORD
-
TLH
3h 53m
1 stop
Delta Logo
3:25 pm - 8:46 pm
TLH
-
ORD
6h 21m
1 stop
$437Delta
Thu, May 21 - Thu, May 28
Delta Logo
6:23 am - 1:57 pm
MDW
-
TLH
6h 34m
1 stop
Delta Logo
5:23 pm - 9:09 pm
TLH
-
MDW
4h 46m
1 stop
$447Delta
Sat, May 30 - Sat, Aug 8
Delta Logo
9:10 am - 4:31 pm
ORD
-
TLH
6h 21m
1 stop
Delta Logo
12:11 pm - 4:57 pm
TLH
-
ORD
5h 46m
1 stop
$447Delta
Fri, Sep 4 - Tue, Sep 8
American Airlines Logo
2:55 pm - 9:59 pm
ORD
-
TLH
6h 04m
1 stop
American Airlines Logo
4:19 pm - 11:00 pm
TLH
-
ORD
7h 41m
1 stop
$463American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Tallahassee flights

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

How much is a round-trip flight from Chicago to Tallahassee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Tallahassee departing in July.

What is the cheapest month to fly from Chicago to Tallahassee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Tallahassee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Tallahassee is July, where tickets cost $110 (return) on average. On the other hand, the most expensive months are February and January, where the average cost of round-trip tickets is $443 and $406 respectively.

Good to know

Low seasonJune
Cheapest flight$128
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago O'Hare Airport to Tallahassee

When to book flights from Chicago to Tallahassee

Are your dates flexible? Find out the best times to travel from Chicago to Tallahassee 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 flights from Chicago to Tallahassee

  • What is the cheapest flight from Chicago to Tallahassee?

    In the last 3 days, the lowest price for a flight from Chicago to Tallahassee was $128 for a one-way ticket and $235 for a round-trip.

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

    No, a passport isn't needed to fly from Chicago to Tallahassee. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to Tallahassee?

    On your way to Tallahassee, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at Tallahassee.

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

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

  • Which airline alliances offer flights from Chicago to Tallahassee?

    SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Tallahassee, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Tallahassee, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Tallahassee are Delta and American Airlines. With an average price for the route of $496 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $454 and an overall rating of 7.1.

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

    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 Chicago to Tallahassee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tallahassee from Chicago 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 Chicago to Tallahassee?

    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 Tallahassee with an airline and back to Chicago with another airline.

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

    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 Tallahassee from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Tallahassee

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Tallahassee. 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 Chicago to Tallahassee? 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 8463 reviews
8.5Crew
7.2Food
7.8Entertainment
7.9Comfort
8.1Boarding
Airline reviews

Very easy to use and convenient, you can perform any action within the same portal

10.0 ExcellentMurat, Apr 2026
ORD - LGA
Read more Delta reviews

Very easy to use and convenient, you can perform any action within the same portal

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

Okay considering we had weather delays which the Pilot notified us of immediately!

N Everything was perfect from boarding to assistance to baggage in Tampa

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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

Information on your arrival and departure airports