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Tallahassee

$179+ Cheap flights from Chicago (CHI) to Tallahassee (TLH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLH
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Chicago to Tallahassee

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Tallahassee (TLH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$357
(Delta)

One-way from

$179
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$589
From Chicago (CHI) to Tallahassee
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One-way flight from Chicago (CHI) to Tallahassee
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Highest demand for flights based on searches. 10% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Chicago to Tallahassee

Cheapest flights from Chicago to Tallahassee
Explore the most affordable flight options available from Chicago to Tallahassee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/304:25 pmMDW - TLH
1 stop5h 17mDelta
Tue 9/25:10 pmTLH - MDW
1 stop5h 16mDelta
Deal found 6/10$357
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/306:00 amORD - TLH
1 stop7h 35mAmerican Airlines
Tue 9/27:04 amTLH - ORD
1 stop6h 05mAmerican Airlines
Deal found 6/12$357
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/13:40 pmORD - TLH
1 stop4h 58mDelta
Tue 7/87:01 pmTLH - ORD
1 stop6h 08mDelta
Deal found 6/11$412
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:00 amORD - TLH
1 stop11h 05mUnited Airlines
Mon 7/77:45 pmTLH - ORD
1 stop23h 57mUnited Airlines
Deal found 6/10$423

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Tallahassee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Chicago to Tallahassee that are best for you.

Fly from

Chicago

Fly to

Tallahassee

Route

Depart

Return

Price

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sat 8/30

4:25 pm-10:42 pm

1 stop5h 17m

Tallahassee

Tue 9/2

5:10 pm-9:26 pm

1 stop5h 16m

$357

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 8/30

6:00 am-2:35 pm

1 stop7h 35m

Tallahassee

Tue 9/2

7:04 am-12:09 pm

1 stop6h 05m

$357

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 7/1

3:40 pm-9:38 pm

1 stop4h 58m

Tallahassee

Tue 7/8

7:01 pm-12:09 am

1 stop6h 08m

$412

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 7/1

7:00 am-7:05 pm

1 stop11h 05m

Tallahassee

Mon 7/7

7:45 pm-6:42 pm

1 stop23h 57m

$423

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 7/2

3:37 pm-10:02 pm

1 stop5h 25m

$179

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 7/23

7:00 am-7:05 pm

1 stop11h 05m

$217

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 6/18

7:27 am-7:05 pm

2 stops10h 38m

$241

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Wed 7/16

6:00 am-11:16 am

1 stop4h 16m

$299

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 6/19

9:00 am-4:28 pm

2 stops6h 28m

$760

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Chicago to Tallahassee

Have a flexible travel schedule? Discover the best time to fly to Tallahassee from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Tallahassee?

Currently, August is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $404). Flying from Chicago to Tallahassee in December is currently the most expensive (average of $551). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Tallahassee by month

Plan your trip to Tallahassee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Tallahassee ranges from 3.1 - 7.7 inches per month. June is typically the wettest month, when rainfall can reach 7.7 in. April is typically the driest time to visit Tallahassee when rainfall is around 3.1 in.

Temperature in Tallahassee by month

Plan your trip to Tallahassee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Tallahassee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Tallahassee

Get insights into the airlines that provide service to Tallahassee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tallahassee. Reviews last updated June 12, 2025.
To help decide which airline to fly from Chicago to Tallahassee, see what other customers have to say about Delta, United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Tallahassee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Tallahassee from Chicago?

    Tallahassee (TLH) is the airport you will fly into if you book a flight from Chicago to Tallahassee. You should not have trouble finding flights to Tallahassee from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 2 airlines have flights to the Tallahassee airport from Chicago. It is only a 5.0 mi journey from Tallahassee (TLH) to Tallahassee’s city center.

  • What are the cheapest airlines flying from Chicago to Tallahassee round-trip?

    Currently priced at $357, Delta will fly you from Chicago to Tallahassee and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from $357 and $423, respectively. Delta is currently priced 35% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Tallahassee one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $179. Users have also found prices from $217 and $299 on United Airlines and Delta, respectively.

  • Can I find deals for flights from Chicago to Tallahassee that include hotel bookings?

    Yes. In addition to deals on Chicago to Tallahassee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Tallahassee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Tallahassee.

  • Can I find deals for business class flights from Chicago to Tallahassee?

    Yes. Cheapflights offers flight deals from Chicago to Tallahassee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Tallahassee?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $404). Flying from Chicago to Tallahassee in December is currently the most expensive (average of $551). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Midway
Thomasville

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Alternative routes for Chicago to Tallahassee

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Top 2 airlines flying from Chicago to Tallahassee

Discover the top 2 airlines that operate flights from Chicago to Tallahassee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$401Average$598FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$411Average$547FlexibilityNo cancel feeOn-time71%

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