Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Tampa to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Tampa to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
•
•
•
•
•
•
Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
There are most likely no direct flights on the Tampa — Chicago route
Welcome to the vibrant city of Chicago! When it comes to air travel, you have three fantastic options to choose from: O'Hare International Airport (ORD), Midway International Airport (MDW), and Chicago Rockford International Airport (RFD). Let's start with O'Hare International Airport, one of the busiest airports in the world. With a wide range of airlines, including prestigious carriers like United Airlines and American Airlines, O'Hare offers unparalleled connectivity to both domestic and international destinations. Though it's located around 17 miles northwest of downtown Chicago, you'll find various transportation options to get you there, such as the CTA Blue Line and dedicated shuttle services. Keep in mind that due to its size, O'Hare can sometimes experience longer security lines and potential delays during peak travel seasons. Next, we have Midway International Airport, located just 10 miles southwest of downtown Chicago. As a hub for Southwest Airlines, Midway offers a convenient option for those looking to fly with this popular carrier. It is known for its quick check-in, smaller size, and relatively shorter security lines compared to O'Hare. Travelers can easily access the airport via the CTA Orange Line or by using various ground transportation services. However, it's important to note that Midway primarily serves domestic destinations, so if you have international travel plans, connecting flights might be required. Finally, we have Chicago Rockford International Airport, situated approximately 85 miles northwest of downtown Chicago. While it may be a further distance from the city, this airport offers a unique advantage: affordability. Several low-cost carriers, such as Allegiant Air and Apple Vacations, operate from Rockford Airport, providing budget-conscious travelers with great deals on airfares. To reach downtown Chicago from Rockford, you can opt for rental cars, shuttle services, or public transportation connections. Now that you're familiar with Chicago's airports, you can choose the one that suits your travel needs best. Whether you prioritize convenience, a wide range of airlines, or budget-friendly options, Chicago's airports have got you covered. Safe travels and enjoy your time in the "Windy City"!
Tampa — Chicago
06/08/2026
Departure
Direct flight
AA2768
starting at $415
Tampa — Chicago
06/06/2026
Departure
Direct flight
UA2801
starting at $196
Tampa — Chicago
06/17/2026
Departure
Direct flight
WN4035
starting at $217
Tampa — Chicago
06/23/2026
Departure
Direct flight
UA1010
starting at $237
starting at $415
starting at $130
starting at $91
starting at $180
The Tampa — Chicago route is served by a wide range of airlines: 4 in total, including American Airlines, United Airlines, Southwest Airlines, and Frontier Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $91. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
The cheapest one-way flight from Tampa to Chicago departs on 06/23/2026, is operated by Southwest Airlines and costs $91
The cheapest roundtrip flight from Tampa to Chicago departs on 07/15/2026, is operated by American Airlines and costs $222
Fastest flight from Tampa to Chicago takes 3h 11m
There are direct flights on this route 4 days a week: Mo, Tu, We, and Sa
The distance between Tampa and Chicago is 1617km (1003 miles). The average flight duration is 3h 8m. The time difference between Tampa and Chicago is 1h
We couldn't find any special offers for flights from Tampa to Chicago
The cheapest flight ticket from Tampa to Chicago according to data for the last 48 hours costs $91
Often the best time to buy tickets from Tampa to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Tampa to Chicago can be found flying in these months: June.
The fastest flights from Tampa to Chicago start from 3 hours 11 minutes in the air.
The following airlines operate direct flights on the route Tampa — Chicago: American Airlines, United Airlines, Southwest Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Tampa to Chicago