Cheap flights from Chicago to Tampa from $105

The month of January is, on average, the cheapest month to fly to Tampa from Chicago, with most prices found around $216. If you aren’t able to travel to Tampa during the month of January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $267.

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 $288. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Tampa on Monday is $382.

The cheapest time of day to fly to Tampa is in the evening when flights can be purchased for as low as $313. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $321 on average. Flights to Tampa from Chicago in the morning 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 $296 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 $258 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.

No. A direct flight is the cheapest option for a flight between Chicago to Tampa.

As of September 2026, prices for Chicago to Tampa flights are approximately 86% more expensive when compared to flights at the same time last year.

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

United Airlines, American Airlines and Allegiant Air 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 34% of people opting to fly with this airline when traveling to Tampa. Keep in mind that there are 7 different airlines that fly to Tampa on a routine basis, so you have a few additional options to choose from.

Historically, on average around 20% 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 141 minutes.

Generally, flights departing at night 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 16% of their flights experiencing any sort of delay.

Atlanta (ATL) was the most common stop: 91% of momondo users choosing 1-stop flights on this route connected there.

Flights via Atlanta (ATL) offer the lowest average round-trip price of $222.

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 4h 02m.

Atlanta (ATL) has the shortest average layover time for this route: 1h 14m.

33 flights are operational daily from Chicago to Tampa as of September 2026. The most popular departure time for this route is 7:00PM, with 40% of flights per day taking off in the afternoon.

The number of flights available between Chicago and Tampa is 235 per week as of September 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.