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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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLH
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$357
(American Airlines)

One-way from

$179
(Delta)

Popular in

December

Cheapest in

January

Average price

$471
Provider with most accurate pricing for Chicago (CHI)-Tallahassee flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Tallahassee flights.
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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. 8% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 5/215:00 amORD - TLH
1 stop7h 36mAmerican Airlines
Sun 5/255:54 pmTLH - ORD
1 stop4h 49mAmerican Airlines
Deal found 4/28$357
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 7/316:00 amMDW - TLH
1 stop4h 16mDelta
Sat 8/25:13 pmTLH - MDW
1 stop5h 28mDelta
Deal found 4/29$402
This Delta deal was found by Cheapflights users on 4/28. 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.
Mon 5/125:30 amORD - TLH
1 stop5h 03mDelta
Wed 5/215:40 amTLH - ORD
1 stop3h 49mDelta
Deal found 4/28$442
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/204:20 pmORD - TLH
1 stop15h 00mUnited Airlines
Mon 6/239:05 amTLH - ORD
1 stop25h 34mUnited Airlines
Deal found 4/29$443

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 April 29, 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 5/24

6:00 am-11:32 am

1 stop4h 32m

Tallahassee

Fri 5/30

5:01 pm-9:27 pm

1 stop5h 26m

$357

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 5/21

5:00 am-1:36 pm

1 stop7h 36m

Tallahassee

Sun 5/25

5:54 pm-9:43 pm

1 stop4h 49m

$357

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Mon 5/12

5:30 am-11:33 am

1 stop5h 03m

Tallahassee

Wed 5/21

5:40 am-8:29 am

1 stop3h 49m

$442

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 6/20

4:20 pm-8:20 am

1 stop15h 00m

Tallahassee

Mon 6/23

9:05 am-9:39 am

1 stop25h 34m

$443

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Sun 5/25

12:48 pm-7:04 pm

1 stop5h 16m

$179

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sun 5/25

12:08 pm-5:29 pm

1 stop4h 21m

$179

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 5/14

6:35 pm-8:20 am

1 stop12h 45m

$252

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Fri 6/13

9:00 am-8:49 pm

2 stops10h 49m

$557

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Compare providers for flights from Chicago to Tallahassee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Tallahassee in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Tallahassee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Tallahassee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Tallahassee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Tallahassee flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Tallahassee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 April 29, 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
7,929 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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
7,929 reviews

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

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, American Airlines will fly you from Chicago to Tallahassee and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $402 and $443, respectively. American Airlines is currently priced 37% 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 Delta. According to our data, you can fly for as low as $179. Users have also found prices from $179 and $252 on American Airlines and United Airlines, 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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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$401Average$628FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$411Average$543FlexibilityNo cancel feeOn-time71%

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