CHI - TLH

$308 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 5/7. 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
$317
Delta
Tue 2/24Tue 3/3
MDW - TLH • 1 stop
Cheapest one-way
$308
Delta
Thu 5/7
MDW - TLH • 1 stop
Top airlines
Delta
Cheapest • from $317 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 30% price drop
March
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

Tue, Feb 24 - Tue, Mar 3
Delta Logo
10:49 am - 4:35 pm
MDW
-
TLH
4h 46m
1 stop
Delta Logo
5:30 am - 9:54 am
TLH
-
MDW
5h 24m
1 stop
$317Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
6:45 am - 2:53 pm
ORD
-
TLH
7h 08m
1 stop
Delta Logo
5:30 am - 10:14 am
TLH
-
ORD
5h 44m
1 stop
$317Delta
Mon, Feb 23 - Sat, Feb 28
Delta Logo
12:45 pm - 6:40 pm
MDW
-
TLH
4h 55m
1 stop
Delta Logo
5:23 pm - 10:31 pm
TLH
-
MDW
6h 08m
1 stop
$362Delta
Mon, Feb 23 - Sat, Feb 28
Delta Logo
2:46 pm - 8:45 pm
ORD
-
TLH
4h 59m
1 stop
Delta Logo
3:41 pm - 7:19 pm
TLH
-
ORD
4h 38m
1 stop
$362Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
6:00 am - 12:28 pm
MDW
-
TLH
5h 28m
1 stop
Delta Logo
5:36 am - 9:56 am
TLH
-
MDW
5h 20m
1 stop
$387Delta
Wed, Mar 11 - Wed, Mar 18
Delta Logo
9:50 am - 3:05 pm
ORD
-
TLH
4h 15m
1 stop
Delta Logo
5:36 am - 8:30 am
TLH
-
ORD
3h 54m
1 stop
$387Delta
Tue, Jun 2 - Sat, Jun 6
Delta Logo
6:00 am - 12:04 pm
MDW
-
TLH
5h 04m
1 stop
Delta Logo
5:10 pm - 9:45 pm
TLH
-
MDW
5h 35m
1 stop
$397Delta
Wed, Mar 11 - Sun, Mar 15
Delta Logo
11:10 am - 6:24 pm
ORD
-
TLH
6h 14m
1 stop
Delta Logo
7:09 pm - 11:54 pm
TLH
-
ORD
5h 45m
1 stop
$397Delta
Mon, Mar 16 - Mon, Mar 23
American Airlines Logo
5:28 pm - 12:09 am
ORD
-
TLH
5h 41m
1 stop
American Airlines Logo
3:30 pm - 7:40 pm
TLH
-
ORD
5h 10m
1 stop
$408American Airlines
Tue, Mar 31 - Mon, Apr 6
American Airlines Logo
7:12 am - 1:58 pm
ORD
-
TLH
5h 46m
1 stop
American Airlines Logo
7:55 pm - 12:06 am
TLH
-
ORD
5h 11m
1 stop
$433American 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 February.

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 July and March, where the average cost of round-trip tickets is $652 and $575 respectively.

Good to know

Low seasonJune
Cheapest flight$308
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 18% increase in price.
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 $308 for a one-way ticket and $317 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 $465 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.

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 8130 reviews
8.5Crew
7.9Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

2.0 MediocreAnonymous, Jan 2026
ATL - FLL
Read more Delta reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

The flight was an hour and a half late departing which was inconvenient

The flight was great. The gate location was way to far away!!!

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

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

Information on your arrival and departure airports