Tallahassee, FL TLH to Chicago, IL CHI Flights

Fri, Nov 07
+ Add return
Vueling Airlines
easyJet
Ryanair
KM Malta Airlines
Transavia France
1,000+ travel companies
Vueling Airlines
easyJet
Ryanair
KM Malta Airlines
Transavia France
1,000+ travel companies
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Journey information

Overview: Tallahassee, FL to Chicago, IL flight

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Icon of flight
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $94 (€77)
Distance
810 miles (1304 km)
Average flight duration
6h 39m
Cheapest ticket price
$378 (€307)
Flights per day
23
Fastest flight
5h 27m
Cheapest month to travel
September
First flight
05:00
Last flight
19:09

Key Takeaways

Train Ticket Prices
  • Budget Options: Train tickets from Tallahassee, FL to Chicago, IL start from as low as $378 (€307) if booked well in advance.
  • Standard Fares: Typically, trains cost $488 (€397) depending on the train type and class.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Bus from $94 (€77)

The cheapest and fastest flights from Tallahassee, FL to Chicago, IL

Showing times and prices for Nov 07

Cheapest price

$569

Average price

$569

Fastest journey

5 h 27 m

Average duration

5 h 27 m

Flights per day

1

Distance

1304 km

Cheap tickets

The best way to find a cheap flight ticket from Tallahassee, FL to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Tallahassee, FL to Chicago, IL will cost around $569 if you buy it on the day, but the cheapest tickets can be found for only $569.

Fast flights

Of the 1 flights that leave Tallahassee, FL for Chicago, IL onFri, Nov 07, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Fri, Nov 07 the direct flights cover the 1304 km distance in an average of 5 h 27 m but if you time it right, some flights will get you there in just 5 h 27 m .

On Fri, Nov 07 the longest flights will take 5 h 27 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

American Airlines
10:45PM5h27
Tallahassee, FL
04:12AMChicago, IL
$5691One-way
0 transfers

Travel Information

Compare bus and flight for Tallahassee, FL to Chicago, IL

Omio recommends booking the bus as it is the most popular option from Tallahassee, FL to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €77. For those with little time consider booking a flight which can get you there in 6h 39m. The ticket price range depends on the travel mode: a bus costs an average of €77, and a flight costs an average of €307.

Distance: 810 miles (1304 km)

Compare flight with

Flight
Most popular
Bus

€397

Average price

€140

Average price

Cheapest

9h 39m

Average total duration

Fastest

6h 39m

Onboard

+

3h 0m

Additional time*

22h 45m

Average total duration

22h 15m

Onboard

+

30m

Additional time*

Direct Options

Direct Options

Compare prices and tickets Tallahassee, FL to Chicago, IL by bus or flight

Compare bus and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Fri
Nov 07
Sat
Nov 08
Sun
Nov 09
Mon
Nov 10
Tue
Nov 11
Wed
Nov 12
Thu
Nov 13

FAQs: Tallahassee, FL to Chicago, IL Flight

Find answers to the most common questions about traveling from Tallahassee, FL to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Cheap plane tickets from Tallahassee, FL to Chicago, IL can start from as little as $686 (€559) when you book in advance. The average flight ticket price for Tallahassee, FL to Chicago, IL is $686 (€559); however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
On average the Tallahassee, FL to Chicago, IL flight travel time is 5 h 58 min   for the 808 mile (1304 km) long route, but the duration can vary if you travel on weekends and holidays.
The earliest flight from Tallahassee, FL to Chicago, IL leaves at 6: 11AM. Plan your trip with the Journey Planner   from Omio.
The latest flight from Tallahassee, FL to Chicago, IL leaves at 4: 24PM.
The cheapest month for a flight from Tallahassee, FL to Chicago, IL is August.
Yes, you can take a bus from Tallahassee, FL to Chicago, IL.
Since neither Tallahassee, FL nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of USA and USA. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is a time difference of 1 h between Tallahassee, FL and Chicago, IL all year round.
The best events to attend in Chicago, IL include:
  • Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
  • Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
  • Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
The best holidays to experience in Chicago, IL include:
  • Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
  • Independence Day, spectacular fireworks and festive celebrations throughout the city
  • Labor Day, a lively atmosphere with various festivals and pleasant weather.
The best seasons to visit Chicago, IL are Spring or Summer. The best weather to explore Chicago, IL is during May-September.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e. G. 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs).
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.

popular airports

Popular airports from Tallahassee, FL to Chicago, IL

Tallahassee
Chicago
The major airport for departures in Tallahassee is Tallahassee International Airport. Find all the information you need to know about services, amenities and connections at Tallahassee International Airport for your trip from Tallahassee to Chicago.
Tallahassee International Airport (TLH)
information

More options for your journey from Tallahassee, FL to Chicago, IL

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Most popular flights to and from Chicago, IL and Tallahassee, FL

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