CHI - TLH

$157 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 7/13. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$355
Overall average: $486
American Airlines
Sat 4/18Sat 4/25
ORD - TLH • 1 stop
Cheapest one-way
$157
Typical prices: $178-$374
Multiple Airlines
Mon 7/13
ORD - TLH • 1 stop
Top airlines
Cheapest • from $355 (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 31m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% 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

Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
5:20 pm - 11:56 pm
ORD
-
TLH
5h 36m
1 stop
American Airlines Logo
6:15 am - 11:08 am
TLH
-
ORD
5h 53m
1 stop
$355American Airlines
Sat, Apr 18 - Sat, Apr 25
Delta Logo
6:00 am - 12:11 pm
MDW
-
TLH
5h 11m
1 stop
Delta Logo
6:44 pm - 10:28 pm
TLH
-
MDW
4h 44m
1 stop
$377Delta
Sat, Apr 18 - Sat, Apr 25
Delta Logo
7:10 am - 3:00 pm
ORD
-
TLH
6h 50m
1 stop
Delta Logo
5:34 am - 10:09 am
TLH
-
ORD
5h 35m
1 stop
$377Delta
Fri, Apr 24 - Tue, Apr 28
American Airlines Logo
4:00 pm - 10:21 pm
ORD
-
TLH
5h 21m
1 stop
American Airlines Logo
9:50 am - 2:39 pm
TLH
-
ORD
5h 49m
1 stop
$402American Airlines
Fri, Apr 24 - Wed, Apr 29
Delta Logo
6:00 am - 12:11 pm
MDW
-
TLH
5h 11m
1 stop
Delta Logo
5:34 am - 9:56 am
TLH
-
MDW
5h 22m
1 stop
$422Delta
Sat, Apr 11 - Sat, Apr 18
Delta Logo
5:30 am - 12:28 pm
ORD
-
TLH
5h 58m
1 stop
Delta Logo
6:44 pm - 11:59 pm
TLH
-
ORD
6h 15m
1 stop
$422Delta
Tue, May 26 - Tue, Jun 2
American Airlines Logo
4:05 pm - 11:59 pm
ORD
-
TLH
6h 54m
1 stop
American Airlines Logo
12:05 pm - 3:59 pm
TLH
-
ORD
4h 54m
1 stop
$427American Airlines
Fri, May 29 - Sun, May 31
Delta Logo
12:51 pm - 6:21 pm
MDW
-
TLH
4h 30m
1 stop
Delta Logo
5:23 pm - 9:09 pm
TLH
-
MDW
4h 46m
1 stop
$447Delta
Fri, Apr 17 - Sun, Apr 19
American Airlines Logo
1:54 pm - 10:41 pm
ORD
-
TLH
7h 47m
1 stop
American Airlines Logo
6:30 am - 10:11 am
TLH
-
ORD
4h 41m
1 stop
$447American Airlines
Mon, Apr 13 - Mon, Apr 20
Delta Logo
5:21 pm - 10:32 pm
MDW
-
TLH
4h 11m
1 stop
Delta Logo
7:06 pm - 10:28 pm
TLH
-
MDW
4h 22m
1 stop
$467Delta
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.

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 August, where tickets cost $341 (return) on average. On the other hand, the most expensive months are March and July, where the average cost of round-trip tickets is $706 and $652 respectively.

Good to know

Low seasonJune
Cheapest flight$157
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 19% 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 $157 for a one-way ticket and $355 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 $454 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 $462 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 8296 reviews
8.5Crew
8.1Boarding
7.2Food
7.9Comfort
7.8Entertainment
Airline reviews

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

4.0 OkayAnonymous, Mar 2026
ORD - ATL
Read more Delta reviews

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

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

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

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Information on your arrival and departure airports