Cheap flights from Tallahassee to Chicago

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Compare Tallahassee to Chicago flight deals

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Flight deals from Tallahassee to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Tallahassee to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Tallahassee to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Tallahassee to Chicago flights are currently cheapest in May.

Alternative Tallahassee to Chicago routes

Looking for the cheapest, fastest or easiest route from Tallahassee to Chicago? You could fly into the following airports instead.

Tallahassee to Chicago: Flight information

The things to know before you go.
Cheapest flight found$367
Cheapest month to flyMay

Finding cheap flights from Tallahassee to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Tallahassee to Chicago is $367. 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 Tallahassee to Chicago. But we found flights with one or more stops from $367.
There are no flights flying from Tallahassee to Chicago, as of April 2025.
The cheapest month to fly from Tallahassee to Chicago is usually April 2025.
If you're flying from Tallahassee Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the center of Chicago. We've found flights to this airport from $367.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Tallahassee Airport to Chicago on Tuesday, May 13, 2025.
No airlines currently offer direct flights between Tallahassee Airport and Chicago. 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta offers the cheapest flight tickets to Chicago.

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

  • The timezone in Chicago is UTC-5. The city is 1 hour behind Tallahassee, where Tallahassee International Airport is located.

  • To ensure you get on your flight from TLH to Chicago, leave enough time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • If you're getting away during a popular month like August, arrive at the terminal even earlier. It's smart to arrive up to four hours before international flights and two hours ahead of domestic departures. Check-in and security lines are longer during peak periods like Christmas, New Year and spring break.

  • You don't need a visa or passport to fly within United States. You will need a valid proof of identity though, like a driver's license or ID card. Put them on your packing checklist once you've booked cheap tickets from Tallahassee International Airport to Chicago.

  • To get to TLH from central Tallahassee, it takes around 16 minutes if you're going by car. Of course, this depends on traffic conditions. It's approximately 10 kilometers from the airport to the city center.

  • Looking for a handy hotel near TLH? If you've booked an early flight from Tallahassee International Airport to Chicago, these stays will put you moments from your departure lounge:

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

  • The best price we've seen for a one-way ticket from Tallahassee International Airport to Chicago is $182. The cheapest price for a return flight is $367. Remember fares may change due to demand at the time of booking.

  • It's usually smart to book in advance if you're hoping to get cheap tickets from TLH to Chicago. That's because airlines change prices based on demand, which tends to increase closer to the departure date.

  • Getting cheap tickets from Tallahassee International Airport to Chicago is more likely if you're flexible with your trip dates. Try using the 'Whole month' search tool to see the lowest fares across each month and score a great deal.

  • Snapping up a cheap ticket from TLH to Chicago couldn't be easier with Price Alerts. All you need to do is create one of these automatic alerts and we'll get in touch when there's a better deal.

  • Play around with the filters to find your ideal trip. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Tallahassee International Airport to Chicago, use the 'Sort by' tool. You can also filter results by airline, arrival and departure times, and journey duration.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the most popular month for flights from Tallahassee International Airport to Chicago. To escape the crowds, head to Chicago in February when it's quieter.

  • Before you book a flight from Tallahassee International Airport to Chicago, think about the type of weather you enjoy. July is the warmest month in Chicago, with the temperature ranging from 15ºC to 29ºC.

  • If you like traveling in cooler conditions, look for a cheap flight from TLH to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • Start your Chicago trip off on the right foot by choosing the ideal place to stay. After booking your flight from Tallahassee International Airport to Chicago, explore our selection of hotels including:

  • There are so many things to do and see in this city it can be hard to know where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are top attractions which should be on every Chicago itinerary.

Complete your Chicago trip with a car rental

  • Finding you a cheap flight from Tallahassee International Airport to Chicago isn't our only cool trick. Check out our car rentals in Chicago and have more freedom to explore. We find deals from trusted car rental providers and put them all in one place. Instantly compare rates and then book with no fees.

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