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$280+ Cheap flights from Tallahassee (TLH) to Illinois

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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — ORD
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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Cheap flight deals from Tallahassee to Illinois

Keep the following information in mind while searching for Tallahassee to Illinois flight deals. Data was last updated November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$317
(Delta)

One-way from

$280
(Delta)

Popular in

January

Cheapest in

September

Average price

$615
Provider with most accurate pricing for Tallahassee-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Tallahassee-Chicago (CHI) flights.
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From Tallahassee to Illinois
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One-way flight from Tallahassee to Illinois
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Highest demand for flights based on searches. 28% potential increase in price ($217 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Tallahassee to Illinois

Cheapest flights from Tallahassee to Illinois
Explore the most affordable flight options available from Tallahassee to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 29, 2025.

This American Airlines deal was found by Cheapflights users on 11/27. 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.
Mon 12/228:04 pmTLH - ORD
1 stop4h 38mAmerican Airlines
Wed 12/311:27 pmORD - TLH
1 stop6h 40mAmerican Airlines
Deal found 11/27$397
This American Airlines deal was found by Cheapflights users on 11/28. 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.
Mon 12/223:30 pmTLH - ORD
1 stop4h 52mAmerican Airlines
Thu 1/15:00 amORD - TLH
1 stop5h 47mAmerican Airlines
Deal found 11/28$407
This Delta deal was found by Cheapflights users on 11/26. 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 12/35:30 amTLH - STL
1 stop6h 15mDelta
Wed 12/106:00 amSTL - TLH
1 stop5h 58mDelta
Deal found 11/26$435
This American Airlines deal was found by Cheapflights users on 11/28. 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.
Sun 12/146:49 amTLH - ORD
1 stop5h 08mAmerican Airlines
Wed 12/314:41 pmORD - TLH
1 stop6h 18mAmerican Airlines
Deal found 11/28$437
This American Airlines deal was found by Cheapflights users on 11/26. 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 12/36:00 amTLH - STL
2 stops8h 41mAmerican Airlines
Wed 12/102:11 pmSTL - TLH
1 stop7h 20mAmerican Airlines
Deal found 11/26$440
This American Airlines deal was found by Cheapflights users on 11/28. 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 12/263:30 pmTLH - ORD
1 stop4h 52mAmerican Airlines
Fri 1/25:00 amORD - TLH
1 stop5h 47mAmerican Airlines
Deal found 11/28$443
This Delta deal was found by Cheapflights users on 11/28. 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.
Tue 12/167:00 amTLH - ORD
1 stop6h 10mDelta
Sun 1/115:30 amORD - TLH
1 stop6h 53mDelta
Deal found 11/28$447
This American Airlines deal was found by Cheapflights users on 11/28. 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 12/263:30 pmTLH - ORD
1 stop4h 52mAmerican Airlines
Thu 1/15:00 amORD - TLH
1 stop5h 47mAmerican Airlines
Deal found 11/28$477
This American Airlines deal was found by Cheapflights users on 11/28. 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.
Sat 12/136:41 amTLH - ORD
1 stop7h 27mAmerican Airlines
Wed 12/314:41 pmORD - TLH
1 stop6h 18mAmerican Airlines
Deal found 11/28$508
This American Airlines deal was found by Cheapflights users on 11/27. 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.
Tue 12/235:26 amTLH - ORD
1 stop6h 27mAmerican Airlines
Fri 1/24:07 pmORD - TLH
1 stop5h 16mAmerican Airlines
Deal found 11/27$513
This Delta deal was found by Cheapflights users on 11/28. 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 12/135:35 amTLH - MDW
1 stop5h 19mDelta
Wed 12/176:00 amMDW - TLH
1 stop5h 58mDelta
Deal found 11/28$523
This Delta deal was found by Cheapflights users on 11/28. 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 12/135:35 amTLH - ORD
1 stop4h 04mDelta
Wed 12/175:30 amORD - TLH
1 stop6h 28mDelta
Deal found 11/28$523

Cheapflights Fare Finder

 
Customize your flight search to find flights from Tallahassee to Illinois 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 November 29, 2025.
Use the filters below to find and compare flights from Tallahassee to Illinois that are best for you.

Fly from

Tallahassee

Fly to

Illinois

Route

Depart

Return

Price

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Sat 2/14

10:24 am-3:21 pm

1 stop5h 57m

Chicago Midway

Wed 2/18

12:46 pm-7:34 pm

1 stop5h 48m

$317

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Sat 1/10

7:21 am-10:32 am

1 stop4h 11m

Chicago Midway

Sat 1/17

6:45 am-1:23 pm

1 stop5h 38m

$317

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Sat 2/14

1:20 pm-4:54 pm

1 stop4h 34m

Chicago O'Hare Intl

Tue 2/17

6:45 am-2:53 pm

1 stop7h 08m

$317

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Sat 1/10

2:12 pm-7:35 pm

1 stop6h 23m

Chicago O'Hare Intl

Sat 1/17

5:30 am-1:23 pm

1 stop6h 53m

$317

TallahasseeSt. Louis

TLH - STL

TLHSTL

Tallahassee

Sat 1/31

10:11 am-3:56 pm

1 stop6h 45m

Lambert-St Louis

Tue 2/3

1:00 pm-6:40 pm

1 stop4h 40m

$337

TallahasseeSt. Louis

TLH - STL

TLHSTL

Tallahassee

Fri 1/16

10:15 am-2:48 pm

1 stop5h 33m

Lambert-St Louis

Mon 1/19

3:45 pm-8:45 pm

1 stop4h 00m

$387

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Sat 2/14

6:32 am-1:17 pm

2 stops7h 45m

Chicago O'Hare Intl

Tue 2/17

6:20 am-12:19 pm

1 stop4h 59m

$392

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 12/23

8:04 pm-11:42 pm

1 stop4h 38m

Chicago O'Hare Intl

Wed 12/31

4:41 pm-11:59 pm

1 stop6h 18m

$397

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Mon 12/22

5:26 am-10:53 am

1 stop6h 27m

Chicago O'Hare Intl

Thu 1/1

5:00 am-11:47 am

1 stop5h 47m

$407

TallahasseeSt. Louis

TLH - STL

TLHSTL

Tallahassee

Sat 1/31

6:00 am-9:40 am

1 stop4h 40m

Lambert-St Louis

Tue 2/3

7:15 am-6:16 pm

2 stops10h 01m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/28

Showing 1-10 of 28 results
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2
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Best time to book a flight from Tallahassee to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Tallahassee 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 Tallahassee to Illinois

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

Currently, June is the cheapest month in which you can book a flight from Tallahassee to Illinois (average of $99). Flying from Tallahassee to Illinois in November is currently the most expensive (average of $248). 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.

What is the cheapest time of day to fly from TLH to IL?

Find hourly flight availability from Tallahassee to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 29, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 11% on flights from Tallahassee to Illinois by exploring options for tickets in the evening.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated November 29, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Tallahassee to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,044 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Tallahassee to Illinois. 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 from for flights from Tallahassee to Illinois?

    Tallahassee (TLH) is the airport you will fly out of if you book a flight from Tallahassee to Illinois. It is only a 5.0 mi journey to Tallahassee (TLH) from Tallahassee’s city center.

  • How long is the flight from Tallahassee to Illinois?

    A quick flight from Tallahassee to Illinois can take about 5h 57m. Delta provides one of the quickest options available for as low as $317. The distance from Tallahassee to Illinois is about 809 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Tallahassee to Illinois?

    Most travelers choose Tallahassee - Chicago O'Hare Intl, Tallahassee - Chicago Midway or Tallahassee - Lambert-St Louis when deciding on the best route from Tallahassee to Illinois.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tallahassee to Illinois 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 Tallahassee to Illinois?

    Currently, June is the cheapest month in which you can book a flight from Tallahassee to Illinois (average of $99). Flying from Tallahassee to Illinois in November is currently the most expensive (average of $248). 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

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Alternative routes for Tallahassee to Illinois

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Top 2 airlines flying from Tallahassee to Illinois

Discover the top 2 airlines that operate flights from Tallahassee to Illinois. 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 November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$600FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$356Average$844FlexibilityNo cancel feeOn-time71%

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