Featured airlines
Cheap Flights from Tallahassee to Chicago (TLH-ORD)
Prices were available within the past 7 days and start at $179 for one-way flights and $357 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Origin airport | Tallahassee Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta, United |
Roundtrip price | $356 |
Distance | 824 mi |
Tallahassee to Chicago Flights
The cheapest times to fly from Tallahassee to Chicago
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Tallahassee to Chicago are during the month of May. You can find some of the cheapest flights from Tallahassee to Chicago with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Tallahassee to Chicago
Sunday is one of the best days to book for cheap flights from Tallahassee to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Tallahassee to Chicago
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Tallahassee to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $179 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Tallahassee to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Tallahassee to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
Frequently asked questions
Explore a world of travel with Expedia
Flights
- Virgin Atlantic
- Korean Air
- British Airways
- United
- Aeromexico
- JetBlue Airways
- Air France
- American Airlines
- Silver Airways
- Qantas Airways
- Delta
- KLM
- WestJet
- Qatar Airways
- Iberia
- Copa
- Flights from Dothan Regional
- Flights from Middle Georgia Regional
- Flights from Northwest Florida Beaches Intl.
- Flights from Jacksonville Intl.
- Flights from Columbus Metropolitan
- Flights from Southwest Georgia Regional
- Flights from Thomasville Regional
- Flights from Valdosta Regional
- Flights from Gainesville Regional
- Flights from Northwest Florida Regional
- JetBlue Airways Tallahassee (TLH) to New York (JFK) flights
- American Airlines Tallahassee (TLH) to Miami (MIA) flights
- American Airlines Tallahassee (TLH) to New York (LGA) flights
- Silver Airways Tallahassee (TLH) to Fort Lauderdale (FLL) flights
- American Airlines Tallahassee (TLH) to Seattle (SEA) flights
- American Airlines Tallahassee (TLH) to Houston (IAH) flights
- American Airlines Tallahassee (TLH) to Charlotte (CLT) flights
- Silver Airways Tallahassee (TLH) to Tampa (TPA) flights
- Spirit Airlines New York (LGA) to Chicago (ORD) flights
- JetBlue Airways Boston (BOS) to Chicago (ORD) flights
- JetBlue Airways New York (JFK) to Chicago (ORD) flights
- Spirit Airlines Charlotte (CLT) to Chicago (ORD) flights
- Alaska Airlines Phoenix (PHX) to Chicago (ORD) flights
- Spirit Airlines Tampa (TPA) to Chicago (ORD) flights
- Frontier Airlines Denver (DEN) to Chicago (ORD) flights
- Alaska Airlines Los Angeles (LAX) to Chicago (ORD) flights
- American Airlines Miami (MIA) to Chicago (ORD) flights
- JetBlue Airways Fort Lauderdale (FLL) to Chicago (ORD) flights
- American Airlines Tallahassee (TLH) to Washington (DCA) flights
- Flights to Houston
- Flights to Los Angeles
- Flights to Honolulu
- Flights to Fort Lauderdale
- Flights to New York
- Flights to Las Vegas
- Flights to San Diego
- Flights to Chicago
- Flights to Miami
- Flights to Nashville
- Flights to San Francisco
- Flights to San Antonio
- Flights to New Orleans
- Flights to Washington
- Flights to Gatlinburg
- Flights to Key West
- Flights to Orlando
- Flights to Atlanta
- Flights to Boston
- Flights to Pigeon Forge
- Flights from Tallahassee (TLH) to Newark Liberty Intl. Airport (EWR)
- Flights from Tallahassee (TLH) to Denver (DEN)
- Flights from Tallahassee (TLH) to New York (JFK)
- Flights from Atlanta (ATL) to Miami (MIA)
- Flights from Orlando (MCO) to Miami (MIA)
- Flights from Los Angeles (LAX) to Miami (MIA)
- Flights from Boston (BOS) to Miami (MIA)
- Flights from Newark Liberty Intl. Airport (EWR) to Miami (MIA)
- Flights from Philadelphia (PHL) to Miami (MIA)
- Flights from New York (LGA) to Miami (MIA)
- Flights from Dallas (DFW) to Miami (MIA)
- Flights from Tallahassee (TLH) to Miami (MIA)
- Flights from Chicago (ORD) to Miami (MIA)
- Flights from Tallahassee (TLH) to Montego Bay (MBJ)
- Flights from Chicago (ORD) to Los Angeles (LAX)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from Tallahassee (TLH) to New York (LGA)
- Flights from Tallahassee (TLH) to Fort Lauderdale (FLL)
- Flights from Tallahassee (TLH) to Seattle (SEA)
- Flights from Chicago (ORD) to Seattle (SEA)
- Flights from Chicago (ORD) to Phoenix (PHX)
- Flights from Tallahassee (TLH) to Houston (IAH)
- Flights from Tallahassee (TLH) to Charlotte (CLT)
- Flights from Boston (BOS) to Tampa (TPA)
- Flights from Tallahassee (TLH) to Tampa (TPA)
- Flights from Phoenix (PHX) to Chicago (ORD)
- Flights from Fort Lauderdale (FLL) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Dallas (DFW) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Tampa (TPA) to Chicago (ORD)
- Flights from Los Angeles (LAX) to Chicago (ORD)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
- Flights from Dallas (DAL) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from New York (JFK) to Chicago (ORD)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Los Angeles (LAX) to Orlando (MCO)
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights from Detroit (DTW) to Orlando (MCO)
- Flights from Boston (BOS) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights from Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Chicago (ORD) to Dallas (DFW)
- Flights from Orlando (MCO) to New York (NYC)
- Flights from Miami (MIA) to New York (NYC)
- Flights from Tallahassee (TLH) to Washington (DCA)
- Flights from Chicago (ORD) to Las Vegas (LAS)
- Flights from Orlando (MCO) to Las Vegas (LAS)