Skyscanner home

Cheap Flights from Chicago Midway to Tampa

Compare Chicago Midway to Tampa flight deals

Find the cheapest month or even day of the year to fly to Tampa

Book the best Tampa fare with no extra fees

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 R 3,178. Find the lowest prices on one-way and return tickets right here.
Tampa.R 1,301 per passenger.Departing Thu, 1 Oct.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 1 Oct, arriving in Tampa International.Price includes taxes and charges.From R 1,301, select.
Tampa.R 1,489 per passenger.Departing Tue, 29 Sep.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 29 Sep, arriving in Tampa International.Price includes taxes and charges.From R 1,489, select.
Tampa.R 1,532 per passenger.Departing Fri, 31 Jul.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Chicago Midway on Fri, 31 Jul, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From R 1,532, select.
Tampa.R 1,574 per passenger.Departing Wed, 4 Nov.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 4 Nov, arriving in Tampa International.Price includes taxes and charges.From R 1,574, select.
Tampa.R 1,576 per passenger.Departing Tue, 11 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 11 Aug, arriving in Tampa International.Price includes taxes and charges.From R 1,576, select.
Tampa.R 1,576 per passenger.Departing Tue, 1 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Sep, arriving in Tampa International.Price includes taxes and charges.From R 1,576, select.
Tampa.R 1,586 per passenger.Departing Sat, 24 Oct.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 24 Oct, arriving in Tampa International.Price includes taxes and charges.From R 1,586, select.
Tampa.R 1,587 per passenger.Departing Tue, 28 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 28 Jul, arriving in Tampa International.Price includes taxes and charges.From R 1,587, select.
Tampa.R 1,594 per passenger.Departing Tue, 15 Dec.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 15 Dec, arriving in Tampa International.Price includes taxes and charges.From R 1,594, select.
Tampa.R 2,750 per passenger.Departing Tue, 30 Jun.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 30 Jun, arriving in Tampa International.Price includes taxes and charges.From R 2,750, select.
Tampa.R 2,873 per passenger.Departing Wed, 10 Feb.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 10 Feb, arriving in Tampa International.Price includes taxes and charges.From R 2,873, select.
Tampa.R 2,976 per passenger.Departing Sat, 3 Apr.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 3 Apr, arriving in Tampa International.Price includes taxes and charges.From R 2,976, select.
Tampa.R 2,976 per passenger.Departing Sat, 8 May.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 8 May, arriving in Tampa International.Price includes taxes and charges.From R 2,976, select.
Tampa.R 3,013 per passenger.Departing Sat, 2 Jan.One-way flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 2 Jan, arriving in Tampa International.Price includes taxes and charges.From R 3,013, select.
Tampa.R 3,049 per passenger.Departing Fri, 1 Jan.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Fri, 1 Jan, arriving in Tampa International.Price includes taxes and charges.From R 3,049, select.
Tampa.R 3,894 per passenger.Departing Tue, 30 Jun.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 30 Jun, arriving in Tampa International.Price includes taxes and charges.From R 3,894, 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 October.
Jun
from R 2,750
Jul
from R 1,532
Aug
from R 1,576
Sep
from R 1,489
Oct
from R 1,301
Nov
from R 1,574
Dec
from R 1,594
Jan
from R 3,013
Feb
from R 2,873
Mar
Find prices
Apr
from R 2,976
May
from R 2,976

Direct flights 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 R 1,300
Search flights

St. Pete–Clearwater International

22km from central Tampa
from R 1,531
Search flights

Lakeland

44km from central Tampa
from R 2,238
Search flights

Sarasota

62km from central Tampa
from R 1,667
Search flights

Chicago to Tampa: Flight information

The things to know before you go.
Cheapest flight foundR 1,301
Cheapest month to flyOctober
Average flight time2 hrs, 33 mins
Most popular airlineSouthwest Airlines
Average flights per week30

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 R 2,979. 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 33 minutes is the average flight time from Chicago Midway to Tampa.
Southwest Airlines and United fly direct from Chicago Midway to Tampa.
As of June 2026, there are 30 flights per week flying from Chicago Midway to Tampa.
The cheapest month to fly from Chicago Midway to Tampa is usually October.
If you're flying from Chicago Midway Airport, the cheapest airport near Tampa is Tampa International – which is 8.1 km away from the centre of Tampa. We've found flights into this airport from R 2,979.
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, 1 October 2026.
Yes – the average flight time is 2 hours and 33 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 June, the average temperature is usually around 27°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

  • The average time for a direct flight from Chicago Midway International Airport to Tampa is 2 hours 45 minutes.

  • Chicago Midway International Airport is located in Chicago. Following the UTC-5 timezone, Tampa is one hour ahead of Chicago.

  • The most popular route is from Chicago Midway International Airport (MDW) to Tampa International Airport (TPA). You can select from 23 weekly services between these two airports. If you'd like to get on your way as soon as you can, the earliest flight from MDW to TPA is the 05:00 Southwest Airlines service. If you prefer travelling later, the last departure is at 21:10 with Southwest Airlines.

  • Leave enough time to get on 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.

  • Travelling during a peak month such as July? Public holidays and other high seasons can mean longer queues at check-in and security. Be extra cautious and arrive up to four hours before international flights and two hours before a domestic departure.

  • Direct Chicago Midway International Airport to Tampa tickets are available for booking. Tampa International Airport (TPA) will be your arrival point.

  • Book your ticket with Southwest Airlines. This popular carrier operates direct flights from Chicago Midway International Airport to Tampa.

  • Travelling from central Chicago to MDW takes about 30 minutes on public transport. If you drive, ride-share or grab a taxi, you'll cover the 14 kilometres in 25 minutes or so, depending on traffic conditions.

  • Want a leisurely start to your trip? Stay near MDW. Whether you're catching an early flight from Chicago Midway International Airport to Tampa or just don't like being rushed, these hotels put convenience first:

  • When it comes to Chicago Midway International Airport's on-time performance, data shows 76% of flights arrive within the expected time frame.

  • MDW is located at 5700 South Cicero.

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

  • R 1,300 is the lowest price we've seen for a one-way Chicago Midway International Airport to Tampa flight. A return plane ticket right now is R 2,979. Depending on when and how early you book, these fares could change.

  • Booking ahead of time is often the key to securing a cheap flight from MDW to Tampa. Airlines adjust prices based on demand, so the nearer you get to departure, the more you'll likely spend on your ticket.

  • If you're willing to be flexible with your trip dates, take advantage of the 'Whole month' search tool. It'll give you the cheapest price across every month when looking for a Chicago Midway International Airport to Tampa ticket.

  • You don't need to check every day to see if fares have dropped when you create a Price Alert. We'll update you the moment there's an updated deal for cheap flights from MDW to Tampa.

  • Pick your preferred arrival and departure times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago Midway International Airport to Tampa by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Tampa

Tampa International Airport (TPA)

  • Tampa International Airport (TPA) to the centre of Tampa takes about 20 minutes to reach by car. The centre is roughly 11 kilometres away.

  • Travelling by public transport takes about 35 minutes.

  • If you have a late flight from Chicago Midway International Airport to Tampa, few things beat the convenience of staying near the terminal. Pick up your bags from the carousel and then be showered and snoozing not long after at one of these hotels near TPA:

  • Booking your vehicle from Tampa International Airport about one week ahead of your flight from MDW to Tampa can help you lock in the lowest rate.

  • You'll find TPA at 5507 West Spruce Street.

St. Pete-Clearwater International Airport (PIE)

  • St. Pete-Clearwater International Airport (PIE) is about 32 kilometres from the centre of Tampa. Following your flight from Chicago Midway International Airport to Tampa, it'll take you around 35 minutes to reach the heart of the city in a ride-share or taxi.

  • If you're travelling on public transport, it'll take around 1 hour 30 minutes.

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

  • Generally speaking, the earlier you book, the more you save and the better your options. Lock in your ride from PIE once your travel dates are set.

  • You can find St. Pete-Clearwater International Airport at Suite 221 - Terminal Building.

Best time to go to Tampa

  • December is the quietest month for flights from Chicago Midway International Airport to Tampa, while March is the most popular. Pick the ideal time to go to Tampa based on whether you want a laid-back vibe or a more bustling atmosphere.

  • Before booking a Chicago Midway International Airport to Tampa plane ticket, think about the kind of weather you prefer. August is the warmest month in Tampa, with temperatures ranging from 24ºC (75ºF) to 33ºC (91ºF).

  • If you'd rather travel in 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

  • Start your Tampa trip off on the right foot by choosing the ideal place to stay. After booking your flight from Chicago Midway International Airport to Tampa, browse our range of accommodation options including:

  • The Florida Aquarium and Busch Gardens Tampa are a couple of popular attractions to put on your Tampa itinerary. Keep the adventure rolling by checking out ZooTampa at Lowry Park.

Explore more of the United States

  • Jacksonville is just one of the many cities in the United States waiting to be discovered once you've taken in the sights of Tampa. Around 274 kilometres away to the north, its top attractions include St. John's Cathedral, Museum of Contemporary Art Jacksonville and The Cummer Museum of Art & Gardens.

  • Around 338 kilometres southeast of Tampa, Miami is another essential stop in the United States. Experience this destination's highlights firsthand at Beach, Ocean Drive and Port of Miami.

Plan the rest of your trip from Chicago to Tampa

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.