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Tallahassee

$214+ 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TLH
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 12/66:45 amORD - TLH
1 stop6h 06mDelta
Sat 12/135:35 amTLH - ORD
1 stop5h 47mDelta
Deal found 10/28$348
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/271:14 pmORD - TLH
1 stop6h 04mDelta
Tue 12/27:09 pmTLH - ORD
1 stop4h 34mDelta
Deal found 10/28$362
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/276:45 amORD - TLH
2 stops12h 33mDelta
Wed 12/32:49 pmTLH - ORD
1 stop4h 54mDelta
Deal found 10/28$385
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/243:29 pmMDW - TLH
1 stop4h 20mDelta
Mon 12/295:26 pmTLH - MDW
1 stop5h 56mDelta
Deal found 10/28$397
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/245:31 pmORD - TLH
1 stop5h 12mDelta
Mon 12/296:00 amTLH - ORD
1 stop6h 27mDelta
Deal found 10/28$397
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/2012:47 pmMDW - TLH
1 stop6h 31mDelta
Sun 11/237:00 amTLH - MDW
1 stop5h 52mDelta
Deal found 10/28$407
This Delta deal was found by Cheapflights users on 10/28. 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.
Thu 11/275:23 amORD - TLH
1 stop4h 24mDelta
Thu 11/272:50 pmTLH - ORD
1 stop5h 02mDelta
Deal found 10/28$407
This Delta deal was found by Cheapflights users on 10/28. 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 11/246:08 pmORD - TLH
1 stop14h 24mDelta
Tue 12/27:09 pmTLH - ORD
1 stop4h 34mDelta
Deal found 10/28$431
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 11/285:00 amORD - TLH
1 stop5h 39mAmerican Airlines
Wed 12/37:07 pmTLH - ORD
1 stop5h 32mAmerican Airlines
Deal found 10/28$432
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/241:27 pmORD - TLH
1 stop6h 40mAmerican Airlines
Sun 12/288:04 pmTLH - ORD
1 stop4h 38mAmerican Airlines
Deal found 10/27$437
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 11/226:45 amORD - TLH
1 stop6h 02mDelta
Tue 12/27:09 pmTLH - ORD
2 stops13h 55mDelta
Deal found 10/28$445
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/264:40 pmORD - TLH
1 stop6h 19mAmerican Airlines
Wed 12/36:00 amTLH - ORD
1 stop7h 06mAmerican Airlines
Deal found 10/28$462

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$348
(Delta)

One-way from

$214
(Delta)

Popular in

December

Cheapest in

August

Average price

$510
Provider with most accurate pricing for Chicago (CHI)-Tallahassee flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Tallahassee flights.
Search Deals
From Chicago (CHI) to Tallahassee
Search Deals
One-way flight from Chicago (CHI) to Tallahassee
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 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

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Sat 12/6

6:45 am-1:51 pm

1 stop6h 06m

Tallahassee

Sat 12/13

5:35 am-10:22 am

1 stop5h 47m

$348

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 11/27

1:14 pm-6:18 pm

1 stop4h 04m

Tallahassee

Tue 12/2

5:30 am-8:39 am

1 stop4h 09m

$362

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 11/25

6:45 am-11:34 am

1 stop3h 49m

Tallahassee

Wed 12/3

1:43 pm-6:43 pm

1 stop6h 00m

$362

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Tue 11/25

6:45 am-11:34 am

1 stop3h 49m

Tallahassee

Tue 12/2

7:09 pm-10:43 pm

1 stop4h 34m

$362

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Wed 12/24

3:29 pm-8:49 pm

1 stop4h 20m

Tallahassee

Mon 12/29

5:26 pm-10:22 pm

1 stop5h 56m

$397

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Wed 12/24

1:27 pm-9:07 pm

1 stop6h 40m

Tallahassee

Sun 12/28

5:26 am-10:53 am

1 stop6h 27m

$407

ChicagoTallahassee

MDW - TLH

MDWTLH

Chicago Midway

Thu 11/20

12:47 pm-8:18 pm

1 stop6h 31m

Tallahassee

Sun 11/23

7:00 am-11:52 am

1 stop5h 52m

$407

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 11/20

6:45 am-2:00 pm

1 stop6h 15m

Tallahassee

Sun 11/23

7:00 am-10:19 am

1 stop4h 19m

$407

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 12/4

6:45 am-11:42 am

1 stop3h 57m

Tallahassee

Sun 12/7

12:32 pm-4:45 pm

1 stop5h 13m

$407

ChicagoTallahassee

ORD - TLH

ORDTLH

Chicago O'Hare Intl

Thu 11/27

5:23 am-10:47 am

1 stop4h 24m

Tallahassee

Thu 11/27

2:50 pm-6:52 pm

1 stop5h 02m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 32 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Tallahassee flight deals on Cheapflights vs. eDreams >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, May is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $183). Flying from Chicago to Tallahassee in April is currently the most expensive (average of $235). 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.

How much does it cost to fly round-trip from Chicago to Tallahassee?

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 October 30, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Chicago to Tallahassee. 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
7.9
Good
7,998 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Entertainment

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

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.

  • How long is the flight from Chicago to Tallahassee?

    For as low as $348, Delta can have you in Tallahassee from Chicago in 6h 06m. Chicago and Tallahassee are separated by a distance of 824 mi.

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

    Currently priced at $296, Delta will fly you from Chicago to Tallahassee and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on American Airlines for as low as $356. Delta is currently priced 43% below the average price you’ll pay for this route.

  • 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, May is the cheapest month in which you can book a flight from Chicago to Tallahassee (average of $183). Flying from Chicago to Tallahassee in April is currently the most expensive (average of $235). 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 Tallahassee?

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

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Alternative routes for Chicago to Tallahassee

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$296Average$596FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$356Average$531FlexibilityNo cancel feeOn-time71%

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