
$161 Cheap flight deals from Tallahassee (TLH) to Chicago (CHI)
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Airfares from $161 One Way, $322 Round Trip from Tallahassee to Chicago
Prices starting at $322 for return flights and $161 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.
Chicago economy flight packages

Swissotel - Chicago
Nov 25 - Nov 27
Tallahassee (TLH) to Chicago (ORD)
Reviewed on Sep 3, 2025

Hotel Riu Plaza Chicago
Nov 25 - Nov 27
Tallahassee (TLH) to Chicago (ORD)
Reviewed on Sep 2, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Nov 25 - Nov 27
Tallahassee (TLH) to Chicago (ORD)
Reviewed on Oct 8, 2025
More About Flying To Chicago from Tallahassee
Route Information for Flights from Tallahassee to Chicago
Origin Airport IATA Code | TLH |
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Destination Airport IATA Code | CHI |
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.
Frequently asked questions
- Flights to Chicago
- Flights from Tallahassee
- Tallahassee Airports
- Chicago Airports
- Airlines Operating
- Flights To
Flights to Chicago
- New York to Chicago
- Dallas to Chicago
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Flights from Tallahassee
- Tallahassee to Orlando
- Tallahassee to Dallas
- Tallahassee to New York
- Tallahassee to New Orleans
- Tallahassee to Appleton
- Tallahassee to Chicago
- Tallahassee to Houston
- Tallahassee to Washington
- Tallahassee to Los Angeles
- Tallahassee to Detroit
- Tallahassee to Hartford
- Tallahassee to Toronto
- Tallahassee to London
- Tallahassee to Beijing
- Tallahassee to Montreal
- Tallahassee to Abilene
- Tallahassee to Waco
- Tallahassee to Bergen
- Tallahassee to Bristol
- Tallahassee to Bucharest
Tallahassee Airports
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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.