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C$96 Cheap Flights from Chicago Midway (MDW) to Tampa (TPAA)

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Flight deals from Chicago Midway 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 C$191. Find the lowest prices on one-way and return tickets right here.
Tampa.C$96 per passenger.Departing Tue., May 5.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue., May 5, arriving in Tampa International.Price includes taxes and charges.From C$96, select.
Tampa.C$96 per passenger.Departing Tue., Jun. 16.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue., Jun. 16, arriving in Tampa International.Price includes taxes and charges.From C$96, select.
Tampa.C$96 per passenger.Departing Mon., Apr. 20.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon., Apr. 20, arriving in Tampa International.Price includes taxes and charges.From C$96, select.
Tampa.C$117 per passenger.Departing Wed., May 6.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed., May 6, arriving in Tampa International.Price includes taxes and charges.From C$117, select.
Tampa.C$117 per passenger.Departing Tue., Apr. 28.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue., Apr. 28, arriving in Tampa International.Price includes taxes and charges.From C$117, select.
Tampa.C$117 per passenger.Departing Wed., Jun. 10.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed., Jun. 10, arriving in Tampa International.Price includes taxes and charges.From C$117, select.
Tampa.C$117 per passenger.Departing Wed., Sep. 2.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed., Sep. 2, arriving in Tampa International.Price includes taxes and charges.From C$117, select.
Tampa.C$131 per passenger.Departing Wed., Jul. 1.One-way flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed., Jul. 1, arriving in Tampa International.Price includes taxes and charges.From C$131, select.
Tampa.C$229 per passenger.Departing Wed., Jul. 1.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed., Jul. 1, arriving in Tampa International.Price includes taxes and charges.From C$229, select.
Tampa.C$260 per passenger.Departing Mon., Aug. 10.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Mon., Aug. 10, arriving in Tampa International.Price includes taxes and charges.From C$260, select.
Tampa.C$260 per passenger.Departing Sun., Oct. 25.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sun., Oct. 25, arriving in Tampa International.Price includes taxes and charges.From C$260, select.
Tampa.C$274 per passenger.Departing Sat., Jan. 2.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat., Jan. 2, arriving in Tampa International.Price includes taxes and charges.From C$274, select.
Tampa.C$334 per passenger.Departing Tue., Dec. 29.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue., Dec. 29, arriving in Tampa International.Price includes taxes and charges.From C$334, select.

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.
Apr.
from C$96
May
from C$96
Jun.
from C$96
Jul.
from C$131
Aug.
from C$260
Sep.
from C$117
Oct.
from C$260
Nov.
Find prices
Dec.
from C$334
Jan.
from C$274
Feb.
Find prices
Mar.
Find prices

Which airlines fly from Chicago Midway to Tampa?

Alternative Chicago Midway to Tampa routes

Looking for the cheapest, fastest or easiest route from Chicago Midway to Tampa? You could fly into the following airports instead.

Tampa Peter O'Knight

4km from central Tampa
Closest
Search flights

Tampa International

8km from central Tampa
Cheapest
from C$96
Search flights

St. Pete–Clearwater International

22km from central Tampa
from C$135
Search flights

Lakeland

44km from central Tampa
Search flights

Sarasota

62km from central Tampa
from C$151
Search flights

Chicago to Tampa: Flight information

The things to know before you go.
Cheapest flight foundC$96
Cheapest month to flyMay
Average flight time2 hrs, 34 mins
Most popular airlineSouthwest Airlines
Average flights per week58

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 C$177. 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 34 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 29 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 C$177.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Tampa on Wednesday, April 22, 2026.
Yes – the average flight time is 2 hours and 34 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.

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

  • Around 2 hours 43 minutes is how long you can expect to be in the air on a direct flight from Chicago Midway International Airport to Tampa.

  • Tampa is 1 hour ahead of Chicago, where Chicago Midway International Airport is located. Tampa operates on the UTC-4 timezone.

  • Chicago Midway International Airport (MDW) to Tampa International Airport (TPA) is the most popular route, with 25 flights a week to choose from. If you have things to do before leaving, the last flight from MDW to TPA is with Southwest Airlines at 21:20. Opt for the first departure with Southwest Airlines at 05:10 if you want to get going early.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you plenty of time to board your flight from MDW to Tampa.

  • If you're getting away during a popular month like July, head to the airport even earlier. It's smart to arrive up to four hours before an international flight and two hours ahead of domestic departures. You can expect lines to be longer during peak periods like Christmas, New Year and spring break.

  • You can catch a nonstop flight from Chicago Midway International Airport to Tampa that touches down at Tampa International Airport (TPA).

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

  • When flying within United States, you don't need a visa or passport. However, you'll have to show another kind of identification, such as a driver's licence or ID card. Once you've booked flight tickets from Chicago Midway International Airport to Tampa, make sure your ID is up to date.

  • MDW is about 19 kilometres from central Chicago. If you're catching a cab, driving or ride-sharing from the centre, it'll take you 21 minutes or so to get there, depending on traffic conditions. If you're taking public transport, expect the travel time to be around 46 minutes.

  • After an easy start to your break? Stay near MDW. Whether you've booked an early flight from Chicago Midway International Airport to Tampa or want to avoid feeling rushed, these hotels have you covered:

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

  • The lowest price we've seen for a one-way ticket from Chicago Midway International Airport to Tampa is C$96. The cheapest price for a return flight is C$177. Keep in mind fares may change due to availability at the time of booking.

  • Book 9 months before you want to fly. After looking at the numbers on our calendar, this is how far you'll want to book ahead to secure cheap tickets from MDW to Tampa.

  • May is the cheapest month for tickets from Chicago Midway International Airport to Tampa. If you're looking to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Getting a cheap ticket from MDW to Tampa couldn't be easier with Price Alerts. All you need to do is set up one of these automatic alerts and we'll get in touch when the price has fallen.

  • Use the filters to tailor your flights from Chicago Midway International Airport to Tampa. Simply enter your ideal departure and arrival times, airlines and number of stops. Or sort your results by 'Cheapest' to get the best deals.

Airports in Tampa

Tampa International Airport (TPA)

  • Tampa International Airport (TPA) is around 13 kilometres from the centre of Tampa. With your own car rental or if you take a cab, the drive is around 13 minutes.

  • Travelling to the centre on public transport typically takes 57 minutes.

  • The last thing you want is a long journey to your hotel if you're arriving on a late flight from Chicago Midway International Airport to Tampa. Reserve one of these accommodation options near TPA instead:

St. Petersburg-Clearwater International Airport (PIE)

  • St. Petersburg-Clearwater International Airport (PIE) is roughly 29 kilometres from the centre of Tampa. Following your flight from Chicago Midway International Airport to Tampa, it'll take you around 23 minutes to reach the heart of the city in a cab or ride-share.

  • You can expect the journey to take approximately 2 hours and 11 minutes on public transport.

  • Hang up the 'Do not disturb' sign and relax at a hotel near PIE. Here are a few options where you can take a load off after your flight from MDW to Tampa:

Best time to go to Tampa

  • It's time to plan your travel dates for your flight from Chicago Midway International Airport to Tampa. July is the most popular month to visit Tampa. If you like a more low-key vibe, go in May.

  • Before booking a flight from Chicago Midway International Airport to Tampa, think about the kind of weather you enjoy. August is the warmest month in Tampa, with the temperature ranging from 24ºC to 33ºC.

  • Search for cheap flights from MDW to Tampa in January if you like cooler conditions. Temperatures are at their lowest around then, ranging between 9ºC and 23ºC on average.

More about Tampa

Complete your Tampa trip with a car rental

  • Choose one of our car rentals in Tampa and explore the city at your leisure. Easily compare rates in one place to find the perfect set of wheels once you've locked in your hotel and cheap flights from Chicago Midway International Airport to Tampa.

Plan the rest of your trip from Chicago to Tampa

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