Cheap flights from Chicago to Tampa from $59

The month of September is, on average, the cheapest month to fly to Tampa from Chicago, with most prices found around $181. If you aren’t able to travel to Tampa during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $187.

The cheapest day to depart from Chicago to Tampa is on a Wednesday. Travelers who choose to depart for Tampa on a Wednesday will often find tickets for as low as $225. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Tampa on Sunday is $271.

The cheapest time of day to fly to Tampa is in the evening when flights can be purchased for as low as $208. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $278 on average. Flights to Tampa from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Chicago O'Hare Intl to Tampa for the best Chicago - Tampa flight prices

You are more likely to see cheaper flights to Tampa from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Tampa for around $236 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Tampa from Chicago for as low as $191 on momondo.

There are 4 cabin classes available to choose from on Chicago to Tampa flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 8% on your flight if you consider stops on a Chicago to Tampa flight.

As of February 2026, prices for Chicago to Tampa flights are approximately 18% more expensive when compared to flights at the same time last year.

United Airlines, Southwest, and Spirit Airlines are the most popular carriers operating from Chicago to Tampa

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Tampa from Chicago according to our data. United Airlines is the first choice among our users, with 28% of people opting to fly with this airline when traveling to Tampa. Keep in mind that there are 8 different airlines that fly to Tampa on a routine basis, so you have a few additional options to choose from.

Historically, on average around 18% of flights between Chicago and Tampa have experienced a delay on any given week. The average delay length over the past 12 months has been 138 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 13% of their flights experiencing any sort of delay.

41 flights are operational daily from Chicago to Tampa as of February 2026. The most popular departure time for this route is 6:00PM, with 37% of flights per day taking off in the evening.

The number of flights available between Chicago and Tampa is 292 per week as of February 2026. The most frequent departure day is Fri, with 17% of weekly flights leaving on this day.