109 € Cheap Flights from Chicago Midway to Tampa

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Flight deals from Chicago Midway Airport to Tampa

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Tampa? If you want to travel next month, return fares start from 134 €. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago Midway to Tampa

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Tampa flights are currently cheapest in April.

Direct flights from Chicago Midway to Tampa

Chicago to Tampa: Flight information

The things to know before you go.
Cheapest flight found53 €
Cheapest month to flyApril
Average flight time2 hrs, 35 mins
Most popular airlineSouthwest Airlines
Average flights per week44

Finding cheap flights from Chicago Midway to Tampa: Frequently asked questions

There are 5 airports in Tampa: Tampa Peter O'Knight, Tampa International, St. Pete–Clearwater International, Lakeland, and Sarasota.
The best price we found for a return flight from Chicago Midway to Tampa is 109 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
2 hours and 35 minutes is the average flight time from Chicago Midway to Tampa.
Southwest Airlines flies direct from Chicago Midway to Tampa.
As of April 2026, there are 44 flights per week flying from Chicago Midway to Tampa.
The cheapest month to fly from Chicago Midway to Tampa is usually April.
If you're flying from Chicago Midway Airport, the cheapest airport near Tampa is Tampa International – which is 8.0 km away from the centre of Tampa. We've found flights into this airport from 109 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Tampa on Thursday, 16 April 2026.
Yes – the average flight time is 2 hours and 35 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Tampa but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Tampa is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 22°C. August is typically the warmest month in Tampa, when it usually averages around 30°C. You can expect the least rain in November. The coldest month is January, with temperatures averaging 11°C. The rainiest month is August.
Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Tampa.

Travelling from Chicago Midway International Airport (MDW) to Tampa: what you need to know

  • Book a direct flight from Chicago Midway International Airport to Tampa and you'll be travelling for around 2 hours 45 minutes.

  • Chicago Midway International Airport is located in Chicago. Following the UTC-4 timezone, Tampa is one hour ahead of Chicago.

  • With 18 weekly flights between the two airports, Chicago Midway International Airport (MDW) to Tampa International Airport (TPA) is the most popular route. Southwest Airlines operates the earliest flight at 05:00. If you'd like to make the most of your day before you fly, the last departure from MDW to TPA is with Southwest Airlines at 21:10.

  • Allow plenty of time to make your MDW to Tampa flight. Generally, it's best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • If you're jetting off during a bank holiday or another peak period, give yourself more time. A good rule is two hours ahead of domestic flights and up to four hours before international departures. Check-in and security lines will be longer.

  • You can book a direct Chicago Midway International Airport to Tampa ticket. Begin your trip at MDW and arrive at Tampa International Airport (TPA).

  • Get on board with Southwest Airlines. This leading carrier operates direct flights from Chicago Midway International Airport to Tampa.

  • The journey from central Chicago to MDW takes around 45 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 14 kilometres in 20 minutes or so, depending on traffic.

  • Booked an early flight from Chicago Midway International Airport to Tampa? Avoid rushing to the terminal (and get some extra shut-eye) by choosing one of these stays near MDW:

  • Of the flights that depart from Chicago Midway International Airport, 77.88% arrive as scheduled at their destination.

  • You'll find MDW at 5700 South Cicero.

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Tampa

  • 53 € is currently the lowest price for a one-way Chicago Midway International Airport to Tampa flight. A return plane ticket starts from 109 €. These prices may change depending on availability and demand.

  • Book one month before you travel. Pricing trends show that this is the ideal window for finding cheap flights from MDW to Tampa.

  • May is the best month for scoring an incredible deal on Chicago Midway International Airport to Tampa tickets. If you want to travel at a different time of year, the 'Whole month' tool will show you the lowest prices across every month.

  • Save time looking for cheap flights from MDW to Tampa by creating a Price Alert. We'll send you an email or notification on the app when a new low fare is offered.

  • Tailor your trip with filters. Pick your arrival and departure times, total journey duration and airlines. You can also sort the results by 'Fastest,' 'Best' or 'Cheapest' flights from Chicago Midway International Airport to Tampa.

Airports in Tampa

Tampa International Airport (TPA)

  • Tampa International Airport (TPA) to the centre of Tampa takes around 15 minutes by car. The centre is roughly 13 kilometres away.

  • When travelling by public transport, expect a journey time of around 55 minutes.

  • If you have a late flight from Chicago Midway International Airport to Tampa, few things beat the convenience of staying near the terminal. Grab your luggage from the carousel and then be showered and sleeping not long after at one of these accommodation options near TPA:

  • Travel at your own pace with a Tampa International Airport rental car. Pick up your wheels from Dollar, Budget or Thrifty and discover more of Tampa and beyond.

  • Lock in the best deal by booking your ride from Tampa International Airport about one week in advance of your flight from MDW to Tampa.

  • TPA is located at 5507 West Spruce Street.

St. Petersburg-Clearwater International Airport (PIE)

  • The centre of Tampa is about 29 kilometres from St. Petersburg-Clearwater International Airport (PIE). After your flight from Chicago Midway International Airport to Tampa has hit the runway and you've made your way out of the airport, expect a drive of around 25 minutes.

  • The journey will take roughly 2 hours 10 minutes on public transport.

  • Following your MDW to Tampa flight, tuck yourself in at a hotel close to PIE. These are some great accommodation options that'll help you slip into relaxation mode:

  • Budget, Alamo and Avis make collecting a St. Petersburg-Clearwater International Airport rental car easy and quick. These reliable suppliers are located in or around the terminal and will have you on your way in a heartbeat.

  • Generally, the sooner you book, the better the prices and selection of vehicles. Reserve your ride from PIE as soon as you've confirmed your plans.

  • St. Petersburg-Clearwater International Airport is located at Suite 221 - Terminal Building.

Best time to go to Tampa

  • Before you book your flights from Chicago Midway International Airport to Tampa, consider which time of year works best for you. Peak season in Tampa offers a lively atmosphere and plenty of activities, while the low season brings better deals on hotels and fewer crowds.

  • Book a Chicago Midway International Airport to Tampa plane ticket with a departure in August to visit the city during its warmest month. Expect temperatures to range from 24ºC (75ºF) to 33ºC (91ºF).

  • If you like cooler conditions, look for a cheap ticket from MDW to Tampa in January when temperatures average between 9ºC (48ºF) and 23ºC (73ºF).

More about Tampa

  • After booking your flight from Chicago Midway International Airport to Tampa, find a hotel that offers the right mix of comfort and location. Make one of these accommodation options your base for exploring Tampa:

  • All great holidays should include some sightseeing. Tampa Riverwalk, Ybor City Tattoo Company and The Florida Aquarium are essential stops on your Tampa itinerary.

Explore more of United States

  • Tampa has its own special appeal, but there are so many other parts of United States waiting to be discovered. Around 274 kilometres north of Tampa, a trip to Jacksonville will fill your itinerary to the brim. Start with attractions like Jacksonville Zoo and Gardens, The Cummer Museum of Art & Gardens and Friendship Fountain.

  • Around 338 kilometres south-east of Tampa, Miami is another essential stop in United States. Experience this destination's highlights firsthand at Wynwood Walls, Vizcaya Museum and Gardens and American Airlines Arena.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.