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Cheap flight tickets from Chicago to Tallahassee

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Find the cheapest month or even day of the year to fly to Tallahassee

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Flight deals from Chicago to Tallahassee Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Tallahassee Airport? If you want to travel next month, return fares start from RM1,314. Find the lowest prices on one-way and return tickets right here.
Tallahassee.RM1,314 per passenger.Departing Wed, 6 May, returning Wed, 13 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 6 May, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Wed, 13 May, arriving in Chicago Midway.Price includes taxes and charges.From RM1,314, select.
Tallahassee.RM1,314 per passenger.Departing Wed, 15 Apr, returning Wed, 22 Apr.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 15 Apr, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Wed, 22 Apr, arriving in Chicago Midway.Price includes taxes and charges.From RM1,314, select.
Tallahassee.RM1,665 per passenger.Departing Sat, 12 Sep, returning Sat, 19 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 12 Sep, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 19 Sep, arriving in Chicago Midway.Price includes taxes and charges.From RM1,665, select.
Tallahassee.RM1,665 per passenger.Departing Mon, 13 Apr, returning Fri, 21 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Mon, 13 Apr, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Fri, 21 Aug, arriving in Chicago Midway.Price includes taxes and charges.From RM1,665, select.
Tallahassee.RM1,665 per passenger.Departing Thu, 13 Aug, returning Thu, 20 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 13 Aug, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Thu, 20 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM1,665, select.
Tallahassee.RM1,739 per passenger.Departing Sat, 6 Jun, returning Sat, 13 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 6 Jun, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 13 Jun, arriving in Chicago Midway.Price includes taxes and charges.From RM1,739, select.
Tallahassee.RM1,884 per passenger.Departing Tue, 17 Nov, returning Sat, 21 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 17 Nov, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 21 Nov, arriving in Chicago Midway.Price includes taxes and charges.From RM1,884, select.
Tallahassee.RM2,025 per passenger.Departing Thu, 8 Oct, returning Thu, 15 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Thu, 15 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From RM2,025, select.
Tallahassee.RM2,563 per passenger.Departing Fri, 13 Mar, returning Fri, 20 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Fri, 13 Mar, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Fri, 20 Mar, arriving in Chicago Midway.Price includes taxes and charges.From RM2,563, select.

Find the cheapest month to fly from Chicago to Tallahassee

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Tallahassee flights are currently cheapest in April.
Mar
from RM2,563
Apr
from RM1,314
May
from RM1,314
Jun
from RM1,739
Jul
Find prices
Aug
from RM1,665
Sep
from RM1,665
Oct
from RM2,025
Nov
from RM1,884
Dec
Find prices
Jan
Find prices
Feb
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Chicago to Tallahassee: Alternative routes

Compare routes from Chicago to Tallahassee below. You may find an airport to fly into that's cheaper, faster, or easier than Tallahassee.

Tallahassee

8km from central Tallahassee
ClosestCheapest
from RM1,324
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Chicago to Tallahassee: Flight information

The things to know before you go.
Cheapest flight foundRM1,314
Cheapest month to flyApril

Check out these Tallahassee hotels

Ready to plan your stay? Other travellers rate these Tallahassee hotels for cleanliness, service and location.
Country Inn & Suites by Radisson, Tallahassee-University Area, FL
6.11 km from city centre
RM336
Per night
Bob Hotels Tallahassee - Boutique on Budget
8.74 km from city centre
RM257
Per night
Drury Plaza Hotel Tallahassee
7.59 km from city centre
RM541
Per night
Country Inn & Suites by Radisson, Tallahassee-University Area, FL
6.11 km from city centre
RM336
Per night
Bob Hotels Tallahassee - Boutique on Budget
8.74 km from city centre
RM257
Per night
Drury Plaza Hotel Tallahassee
7.59 km from city centre
RM541
Per night
Explore top-rated hotels

Finding cheap flights from Chicago to Tallahassee: Frequently asked questions

The best price we found for a return flight from Chicago to Tallahassee is RM1,314. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Tallahassee. But we found flights with one stop from RM1,314.
As of March 2026, there are no flights flying from Chicago to Tallahassee.
The cheapest month to fly from Chicago to Tallahassee is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Tallahassee Airport on Wednesday, 15 April 2026.
No airlines currently offer direct flights between Chicago and Tallahassee Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Tallahassee but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Tallahassee is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Tallahassee is Delta .

Flying from Chicago to Tallahassee International Airport (TLH): What you need to know

  • Begin your travels at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Tallahassee International Airport (TLH) jetting off from either of these.

  • Tallahassee International Airport is located in Tallahassee. The city runs on the UTC-4 timezone and is one hour ahead of Chicago.

  • Get to the airport on time so you don't miss your flight from Chicago to TLH. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.

  • Peak season means busier airports, so plan to arrive even earlier. Give yourself at least two hours before a domestic flight and four hours for an international journey to keep to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • The journey from central Chicago to ORD takes around 55 minutes on public transport. If you drive, ride-share or get a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Booked an early flight from Chicago to Tallahassee International Airport? Avoid the mad dash to the terminal (and enjoy a few extra z's) by picking one of these stays close to O'Hare International Airport:

  • Of the flights that depart from O'Hare International Airport, 74.85% land on schedule at their destination.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can reach MDW from central Chicago in about 20 minutes by car (depending on traffic conditions). The journey by public transport will take roughly 45 minutes to travel the 19 kilometres or so.

  • Want to enjoy an extra night away before boarding your Chicago to TLH flight? Unwind in a hotel near Chicago Midway International Airport before your break officially starts. These stays are expecting you:

  • 77.88% of flights departing Chicago Midway International Airport arrive according to schedule.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to arrive by car and 4 hours 15 minutes or so if you're on public transport.

  • Make catching an early Chicago to Tallahassee International Airport flight the easiest part of your trip. Book a room at one of these hotels close to Chicago Rockford International Airport and get to your gate without rushing:

  • Airports have an on-time performance rating that monitors how often flights land when they should. At RFD, that figure is 76.19%.

  • The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Tallahassee International Airport (TLH)

How to find the cheapest flights from Chicago to Tallahassee International Airport (TLH)

  • RM694 is the best price for a one-way ticket from Chicago to Tallahassee International Airport. A return flight starts at RM1,324. These fares may change depending on demand and availability.

  • Booking ahead of time is often the key to scoring a cheap flight from Chicago to TLH. Airlines adjust prices based on demand, so the closer your departure date, the more you'll likely spend.

  • Affordable Chicago to Tallahassee International Airport tickets are easier to find if your travel dates are flexible. Use the 'Whole month' tool to compare fares throughout the month and then fly out on the cheapest day.

  • You don't need to check every day to find out if prices have dropped when you set up a Price Alert. We'll let you know the moment a better deal is available on plane tickets from Chicago to TLH.

  • Filters make it easier to save some cash on your flight from Chicago to Tallahassee International Airport. Choose the flight times, carriers and stops that check all your boxes. Then sort the results by 'Cheapest' to find the best price quickly.

The best time to fly from Chicago to Tallahassee International Airport (TLH)

  • Think about the pace you're looking for when picking your flight dates. February is the quietest month to visit Tallahassee. August is when most people book flights from Chicago to Tallahassee International Airport (TLH), which may be ideal if you enjoy travelling when it's busier.

  • The warmest month in Tallahassee is July, with temperatures ranging between 22ºC (72ºF) and 34ºC (93ºF). Lock in your Chicago to TLH plane ticket then if that's your idea of comfortable weather.

  • January has temperatures of between 2ºC (36ºF) and 20ºC (68ºF). Search for cheap tickets from Chicago to Tallahassee International Airport around that time if you want to travel in cooler conditions.

More about Tallahassee

Explore more of the United States

  • Jacksonville is just one of the many cities in the United States waiting to be explored once you've taken in the sights of Tallahassee. Around 257 kilometres away to the east, its top attractions include St. John's Cathedral, San Marco Historic District and Museum of Contemporary Art Jacksonville.

  • If you're eager to discover another well-known destination in the United States, head for Montgomery, about 290 kilometres north-west of Tallahassee. Civil Rights Memorial, Natl memorial for peace and Dexter Avenue King Memorial Baptist Church are among the biggest draws.

Plan the rest of your trip from Chicago to Tallahassee

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.