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$171+ Cheap flights from Tallahassee (TLH) to Chicago (CHI)

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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
TLH — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Tallahassee to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tallahassee (TLH) to Chicago (CHI). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

January

Round-trip from

$371
(United)

One-way from

$171
(Trip.com)
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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High demand for flights, 21% potential price rise
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Best time to find cheap flights, 35% potential price drop
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From Tallahassee to Chicago (CHI)
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One-way flight from Tallahassee to Chicago (CHI)
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Find flight deals from Tallahassee to Chicago

Cheapest flights from Tallahassee to Chicago
Explore the most affordable flight options available from Tallahassee to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This United Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/48:05 amTLH - ORD
1 stop11h 22mUnited Airlines
Tue 12/106:05 pmORD - TLH
1 stop12h 15mUnited Airlines
Deal found 11/19$382
This Delta deal was found by Cheapflights users on 11/19. 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 12/106:00 amTLH - MDW
1 stop6h 58mDelta
Sat 12/144:58 pmMDW - TLH
1 stop6h 01mDelta
Deal found 11/19$428
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/278:10 pmTLH - ORD
1 stop4h 27mAmerican Airlines
Fri 1/36:39 pmORD - TLH
1 stop4h 47mAmerican Airlines
Deal found 11/18$578
This Trip.com deal was found by Cheapflights users on 11/19. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/218:05 amTLH - MDW
1 stop6h 31mMultiple Airlines
Mon 11/257:42 amMDW - TLH
1 stop10h 13mMultiple Airlines
Deal found 11/19$669
This Delta deal was found by Cheapflights users on 11/19. 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 11/2110:19 amTLH - ORD
1 stop5h 06mDelta
Mon 11/259:25 amORD - TLH
1 stop5h 38mDelta
Deal found 11/19$708

Find flights from Tallahassee to Chicago within your budget

Customize your flight search to find flights from Tallahassee to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 1/14

8:05 am-6:35 pm

1 stop11h 30m

Chicago O'Hare Intl

Sun 1/19

7:15 am-7:20 am

1 stop23h 05m

$371

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Tue 12/10

6:00 am-11:58 am

1 stop6h 58m

Chicago Midway

Sat 12/14

4:58 pm-11:59 pm

1 stop6h 01m

$428

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Fri 12/27

8:10 pm-11:37 pm

1 stop4h 27m

Chicago O'Hare Intl

Fri 1/3

6:39 pm-12:26 am

1 stop4h 47m

$578

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Tue 5/6

3:40 pm-9:14 pm

1 stop6h 34m

Chicago O'Hare Intl

Tue 5/20

11:19 am-4:32 pm

1 stop4h 13m

$868

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Fri 12/20

8:05 am-1:34 pm

1 stop6h 29m

$171

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Wed 12/11

8:05 am-11:20 pm

2 stops16h 15m

$196

TallahasseeChicago

TLH - MDW

TLHMDW

Tallahassee

Wed 12/11

6:00 am-11:58 am

1 stop6h 58m

$214

TallahasseeChicago

TLH - ORD

TLHORD

Tallahassee

Wed 12/11

6:00 am-12:08 pm

1 stop7h 08m

$214

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from Tallahassee to Chicago

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 Tallahassee to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 Tallahassee-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tallahassee-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tallahassee-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tallahassee-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 Tallahassee-Chicago 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 Tallahassee to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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.

Travel insights for flights from Tallahassee to Chicago

Get recent, data-driven insights about flights from Tallahassee to Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Tallahassee to Chicago (average of $232). Flying from Tallahassee to Chicago in June is currently the most expensive (average of $308). 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 CHI?

Find hourly flight availability from Tallahassee to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Unlike at noon, when flights are generally more expensive, you can save up to 22% on flights from Tallahassee to Chicago by exploring options for tickets in the morning.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
See what other customers who have flown with American Airlines, Delta and United Airlines from Tallahassee to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,756 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

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

    Located just 5.0 mi from the city center, Tallahassee is the airport most travelers will use when flying to Chicago from Tallahassee. Booking flights from Tallahassee (TLH) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 2 different airlines.

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

    United Airlines, at $371, was found to be the cheapest airline from Tallahassee to Chicago.Alternate airlines to your destination round-trip include Delta and American Airlines. Users have found that United Airlines is 37% cheaper than the other options available to this destination.

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

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $196. Users have also found prices from $214 and $214 on Delta and American Airlines, respectively.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Tallahassee to Chicago (average of $232). Flying from Tallahassee to Chicago in June is currently the most expensive (average of $308). 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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Top 2 airlines flying from Tallahassee to Chicago

Discover the top 2 airlines that operate flights from Tallahassee to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$395Average$566FlexibilityNo cancel feeOn-time71%
DeltaCheapest$418Average$610FlexibilityNo cancel feeOn-timeN/A
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