CHI - TLH

$179 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 5/14. 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.
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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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Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Tallahassee

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Tallahassee.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
5:00 am - 1:36 pmORD-TLH
7h 36m1 stop
3:40 pm - 7:35 pmTLH-ORD
4h 55m1 stop
$349American Airlines
Find Deal
Wed, May 14 - Wed, May 21
8:05 am - 3:00 pmORD-TLH
5h 55m1 stop
3:40 pm - 7:35 pmTLH-ORD
4h 55m1 stop
$356American Airlines
Find Deal
Wed, May 14 - Wed, May 21
10:25 am - 6:21 pmMDW-TLH
6h 56m1 stop
12:13 pm - 3:20 pmTLH-MDW
4h 07m1 stop
$357Delta
Find Deal
Wed, May 14 - Wed, May 21
11:03 am - 4:21 pmORD-TLH
4h 18m1 stop
12:13 pm - 5:11 pmTLH-ORD
5h 58m1 stop
$357Delta
Find Deal
Wed, May 14 - Wed, May 21
7:10 am - 4:32 pmORD-TLH
8h 22m1 stop
5:40 am - 10:02 amTLH-ORD
5h 22m1 stop
$401Delta
Find Deal
Fri, Aug 29 - Sun, Aug 31
7:02 am - 7:05 pmORD-TLH
11h 03m1 stop
7:45 pm - 11:31 amTLH-ORD
16h 46m1 stop
$425United Airlines
Find Deal
Tue, May 6 - Tue, May 13
7:02 am - 7:05 pmORD-TLH
11h 03m1 stop
7:45 pm - 6:35 pmTLH-ORD
23h 50m1 stop
$439United Airlines
Find Deal
Thu, May 8 - Mon, May 12
10:34 am - 5:29 pmORD-TLH
5h 55m1 stop
6:00 am - 11:09 amTLH-ORD
6h 09m1 stop
$447American Airlines
Find Deal
Thu, May 15 - Thu, May 22
7:00 am - 7:05 pmORD-TLH
11h 05m1 stop
7:45 pm - 2:55 pmTLH-ORD
20h 10m1 stop
$453United Airlines
Find Deal
Fri, Jun 20 - Mon, Jun 23
5:24 pm - 11:39 pmORD-TLH
5h 15m1 stop
5:49 pm - 9:21 pmTLH-ORD
4h 32m1 stop
$497American Airlines
Find Deal
Thu, Apr 17 - Thu, Apr 24

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

The average price of all round-trip flights from Chicago to Tallahassee clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Tallahassee on a Saturday and more expensive on a Monday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Saturdays for better deals.

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 January, where tickets cost $462 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $788 and $706 respectively.

Good to know

Low season

February

High season

March

Cheapest flight

$179
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago Midway 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 $179 for a one-way ticket and $349 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, oneworld, and Star Alliance 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 $596 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $625 and an overall rating of 7.2.

  • 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.

See more FAQs

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.
8.0
DeltaOverall score based on 7899 reviews
8.5Crew
8.2Boarding
7.3Food
7.9Entertainment
8.0Comfort
Airline reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

10.0 ExcellentSunderesh, Mar 2025AUS - BOS
Read more Delta reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

This was a code share Latam Airlines flight - everything very good except there was no seatback entertainment

Don't waste your money or points on first class. Delta first class is a joke. The seats were rickety, the food was awful, and nothing worked, wifi, my light, the power plug - and it was dirty - the fold out table was gross. For 2-3 hours, tough it out in Economy.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

My flight was cancelled twice and the third time I tried to rebook it online I cancelled the flight because it looked like I would get a refund to my credit card. Instead I now have a credit. I was also on hold for three hours waiting for a representative and then disconnected. I will never fly delta again.

It was very cold because the air conditioner was on high power, and my son got sick.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

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

Information on your arrival and departure airports

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