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This Weekend's Flight Deals from Tallahassee to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $107 One Way, $177 Round Trip from Tallahassee to Chicago

Prices starting at $177 for return flights and $107 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Need A Hotel In Chicago After Your Flight?

Hotels In Top Chicago Neighborhoods

Near North Side
241 hotels

Kinzie Hotel

4.0 out of 5.0
from

$152

The Loop
142 hotels
from

$141

Lakeview
108 hotels

City Suites Hotel

3.0 out of 5.0
from

$118

Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Tallahassee

Route Information for Flights from Tallahassee to Chicago

Origin Airport IATA CodeTLH
Destination Airport IATA CodeCHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Book Your Flight from Tallahassee to Chicago

Flying out of Tallahassee

Find discount flights from Tallahassee Regional Airport with the help of Orbitz.com. Located at 3300 Capital City, just seven miles from downtown, the airport is serviced by American, Delta, United and US Airways airlines. As the state capital of Florida, Tallahassee has an airport with connections to most of the world's major cities.

Easy Parking at TRA

Valet parking is available from $10 for up to eight hours of parking and $20 from eight to 24 hours. Up to 10 minutes of free parking at either the hourly or daily lots can be used for dropping off or picking up passengers. Parking spaces at the hourly lot cost roughly $3 per half an hour, with a $13 per day maximum, while parking at the daily lot cost $2 per half an hour, with an $11 per day maximum. Often, alternative parking options for air travelers can be found through Orbitz.com.

Ground Transportation to Tallahassee Regional Airport

With Orbitz.com, it's easy to arrange ground transportation for your trip. It has the best deals on car rentals working with the Tallahassee airport, including Alamo, Budget, Avis, Hertz, Enterprise, Dollar, Thrifty and National. The airport is also serviced by a number of taxi, limo and shuttle providers. A taxi ride downtown costs approximately $20, but all prices vary depending on time of travel and the size of your party. You may also have free shuttle service available through your airline or hotel.

Dining near Tallahassee's Airport

A number of eateries and vending locations exist at Tallahassee Regional Airport to help travelers eager to get on their way. Popular options include the Tuscan Sun Coffee House, Capital City Grill, Outtakes and Samuel Adams Celebrates Tallahassee. With help from Orbitz.com, you can find deals on dining, as well as the lowest prices on flights from Tallahassee.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Tallahassee to Chicago - Frequently Asked Questions

What is the shortest flight from Tallahassee to Chicago?

The fastest flight time from Tallahassee to Chicago is 3 hours and 9 minutes, which gives you lots of time to enjoy a beverage or get carried away with a good book.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.