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Cheap Flights from Chicago (CHIA) to Tallahassee (TLH)

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago to Tallahassee flight deals

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

      Book the best Tallahassee fare with no extra fees

      Flight deals from Chicago to Tallahassee

      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 $492. Find the lowest prices on one-way and return tickets right here.
      Tallahassee.$492 per passenger.Departing Mon, 12 Oct, returning Mon, 19 Oct.Return flight with Frontier Airlines and Breeze Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 12 Oct, arriving in Tallahassee.Inbound indirect flight with Breeze Airways, departs from Tallahassee on Mon, 19 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $492, select.
      Tallahassee.$621 per passenger.Departing Wed, 25 Nov, returning Fri, 27 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 25 Nov, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Fri, 27 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $621, select.
      Tallahassee.$622 per passenger.Departing Mon, 28 Sep, returning Tue, 6 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Tue, 6 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $622, select.
      Tallahassee.$633 per passenger.Departing Thu, 7 Jan, returning Sun, 10 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Thu, 7 Jan, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sun, 10 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $633, select.
      Tallahassee.$635 per passenger.Departing Mon, 5 Oct, returning Thu, 5 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Thu, 5 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $635, select.
      Tallahassee.$648 per passenger.Departing Wed, 17 Feb, returning Mon, 22 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 17 Feb, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Mon, 22 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $648, select.
      Tallahassee.$725 per passenger.Departing Tue, 15 Sep, returning Sat, 19 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 15 Sep, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 19 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $725, select.
      Tallahassee.$1,121 per passenger.Departing Sat, 26 Dec, returning Sat, 2 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sat, 26 Dec, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 2 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,121, select.
      Tallahassee.$1,246 per passenger.Departing Thu, 10 Dec, returning Sat, 26 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 10 Dec, arriving in Tallahassee.Inbound indirect flight with Delta, departs from Tallahassee on Sat, 26 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,246, 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 October.
      Sep
      from $725
      Oct
      from $492
      Nov
      from $621
      Dec
      from $1,246
      Jan
      from $633
      Feb
      from $648
      Mar
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      Apr
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      May
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      Jun
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      Jul
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      Aug
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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 $492
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      Chicago to Tallahassee: Flight information

      The things to know before you go.
      Cheapest flight found$492
      Cheapest month to flyOctober

      Finding cheap flights from Chicago to Tallahassee: Frequently asked questions

      The best price we found for a return flight from Chicago to Tallahassee is $492. 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 $492.
      As of September 2026, there are no flights flying from Chicago to Tallahassee.
      The cheapest month to fly from Chicago to Tallahassee is usually October.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Tallahassee Airport on Monday, 12 October 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 Frontier Airlines .

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

      • The timezone in Tallahassee is UTC-5, which is one hour ahead of Chicago. Tallahassee International Airport is located in Tallahassee.

      • Arriving two hours before an international flight and one hour ahead of a domestic departure are golden rules for stress-free travel. Make sure you're at the airport on time to catch your flight from Chicago to TLH.

      • Travelling during a peak month like July? Busy periods (like Christmas and New Year) can add another hour at security. Play things extra safe and arrive up to four hours ahead of international flights and two hours before a domestic departure.

      Airports in Chicago

      Chicago O'Hare International Airport (ORD)

      • ORD is about 27 kilometres from central Chicago. If you're driving, ride-sharing or catching a taxi from the centre, it'll take you 30 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the journey time to be around 45 minutes.

      • Want a leisurely start to your journey? Stay near Chicago O'Hare International Airport. Whether you have an early flight from Chicago to Tallahassee International Airport or just don't like being rushed, these hotels are the ideal choice:

      • 70% of flights that take off from Chicago O'Hare International Airport arrive at their destination on time.

      • ORD is located at 10000 West O'Hare.

      Chicago Midway International Airport (MDW)

      • You can get to MDW from the centre of Chicago in approximately 25 minutes by car, depending on traffic. The ride on public transport will take roughly 30 minutes to cover the 16 kilometres or so.

      • Taking off bright and early? Think about staying at one of these hotels near Chicago Midway International Airport the day before your Chicago to TLH flight:

      • 76% of flights leaving Chicago Midway International Airport meet their expected arrival time.

      • MDW is located at 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • From central Chicago, RFD is around 145 kilometres away. It takes roughly 1 hour 40 minutes to get there by car and 2 hours or so if you're on public transport.

      • Make catching an early Chicago to Tallahassee International Airport flight the easiest part of your journey. Stay at one of these hotels near Chicago Rockford International Airport and get to your departure gate with plenty of time to spare:

      • Airports have an on-time performance rating that monitors how often flights land without delays. At RFD, that figure is 71%.

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

      About Tallahassee International Airport (TLH)

      Getting from Tallahassee International Airport (TLH) to central Tallahassee

      • Tallahassee International Airport is around 11 kilometres from central Tallahassee. It takes around 15 minutes or so to get to the city by car.

      • Travelling by public transport will take you roughly 30 minutes.

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

      • The lowest price we've found for a one-way ticket from Chicago to Tallahassee International Airport is $238. For a return flight on this route, the best price is $492. Depending on when you book and the availability, these fares can change.

      • To find cheap flights from Chicago to TLH, book early. Airlines usually offer their most competitively priced fares when tickets are first released.

      • If you're flexible with your travel dates, use the 'Whole month' search tool. It'll show you the lowest price across the month when searching for your Chicago to Tallahassee International Airport ticket.

      • There's no 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 there's a better deal on plane tickets from Chicago to TLH.

      • Hunt for savings on a flight from Chicago to Tallahassee International Airport with the help of the filters. Pick your ideal arrival and departure times, number of stops and airlines. You can also sort your results by 'Best,' 'Fastest' or 'Cheapest.'

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

      • January is the quietest month for flights from Chicago to Tallahassee International Airport (TLH), while November is the busiest. Figure out the best time to visit Tallahassee based on whether you prefer a bustling atmosphere or a more laid-back vibe.

      • Book a Chicago to TLH plane ticket departing in July if you want to visit the city during its warmest month. Expect temperatures in Tallahassee to range from 22ºC (72ºF) to 34ºC (93ºF).

      • January sees temperatures of between 2ºC (36ºF) and 20ºC (68ºF). Look for cheap tickets from Chicago to Tallahassee International Airport around that time if you like cooler conditions.

      More about Tallahassee

      Explore more of the United States

      • You've done Tallahassee, now it's time to discover other corners of the United States. Travel around 257 kilometres east to Jacksonville to check off its leading sights. From St. John's Cathedral to Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens, your itinerary will be busy.

      • If there's time to check out another side of the United States, head for Montgomery, about 290 kilometres northwest of Tallahassee. Civil Rights Memorial, Dexter Avenue King Memorial Baptist Church and Rosa Parks Arrest Site are key highlights.

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      Plan the rest of your trip from Chicago to Tallahassee

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.