$44 Cheap Flights from Chicago (MDW) to Tampa (TPA)

View $44 flight on Mon, Nov 17, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Tampa Intl. Airport (TPA)

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Today's featured flight deals from Chicago Midway Airport (MDW) to Tampa Intl. Airport (TPA)

Nonstop
Carry-on included
Lower price than typical

Cheap Flights from Chicago to Tampa (MDW-TPA)

Prices were available within the past 7 days and start at $44 for one-way flights and $88 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Nov 10 - Mon, Nov 17
MDW
Chicago
TPA
Tampa
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Chicago to Tampa, returning Mon, Nov 17, priced at $88 found 1 hour ago
Frontier Airlines
Mon, Nov 17 - Wed, Nov 19
MDW
Chicago
TPA
Tampa
$93 Roundtrip, found 2 days ago
$93
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 17 from Chicago to Tampa, returning Wed, Nov 19, priced at $93 found 2 days ago
Frontier Airlines
Mon, Nov 10 - Sun, Nov 16
MDW
Chicago
TPA
Tampa
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Nov 10 from Chicago to Tampa, returning Sun, Nov 16, priced at $100 just found
Frontier Airlines
Sat, Nov 1 - Mon, Nov 3
MDW
Chicago
TPA
Tampa
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Nov 1 from Chicago to Tampa, returning Mon, Nov 3, priced at $103 just found
Frontier Airlines
Mon, Nov 3 - Fri, Nov 7
MDW
Chicago
TPA
Tampa
$105 Roundtrip, found 2 hours ago
$105
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Chicago to Tampa, returning Fri, Nov 7, priced at $105 found 2 hours ago
Frontier Airlines
Mon, Oct 27 - Mon, Nov 3
MDW
Chicago
TPA
Tampa
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 27 from Chicago to Tampa, returning Mon, Nov 3, priced at $110 just found
Frontier Airlines
Fri, Nov 14 - Sun, Nov 16
MDW
Chicago
TPA
Tampa
$112 Roundtrip, just found
$112
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Nov 14 from Chicago to Tampa, returning Sun, Nov 16, priced at $112 just found
Frontier Airlines
Sun, Nov 9 - Mon, Nov 17
MDW
Chicago
TPA
Tampa
$114 Roundtrip, found 2 days ago
$114
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Nov 9 from Chicago to Tampa, returning Mon, Nov 17, priced at $114 found 2 days ago
Frontier Airlines
Mon, Nov 10 - Sun, Nov 16
MDW
Chicago
TPA
Tampa
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Nov 10 from Chicago to Tampa, returning Sun, Nov 16, priced at $115 just found
Southwest Airlines
Sun, Nov 16 - Mon, Nov 17
MDW
Chicago
TPA
Tampa
$124 Roundtrip, found 1 hour ago
$124
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sun, Nov 16 from Chicago to Tampa, returning Mon, Nov 17, priced at $124 found 1 hour ago

Find the cheapest month to fly from Chicago (MDW) to Tampa (TPA)

September is typically the cheapest month to fly

From $56 - $212 per traveler.

Alternative airports near Tampa

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Tampa Intl. TPA. Cheapest option available. Average driving time to city center is 10 minutes. Flights from $110
TPA
Tampa Intl.
Cheapest
Average driving time to city center10 min
Flights from $110

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA) cost?
Grab a cheap one-way flight from $44 or cheap return flight from $88 from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
The cheapest month to fly from MDW to TPA is November, when demand is low. Off-peak season is often when you'll find lower airfares between these airports.
Which airlines fly direct from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
Jump on a direct flight with Southwest Airlines and journey straight from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA).
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
Frontier Airlines and Southwest Airlines are some well-known airlines offering reasonable fares. Don't forget that flight prices from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA) can change depending on the time of year, demand and how early you book. With Expedia's search tool, you can easily find a MDW to TPA flight that matches your preferences and budget.
How many flights per day from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
When flying out of Midway Intl. Airport (MDW), you'll have a choice from an average of 4 daily nonstop flights to Tampa Intl. Airport (TPA).
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
The 6 PM departures from MDW to TPA see the highest demand. These flights can come with a higher price due to their popularity. If you want to save on your fare, pick a less crowded time to fly.
What day of the week has the most flights from MDW to TPA?
If you depart on a Friday, you'll get the largest range of options for flights from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA).
What is the earliest flight from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
The earliest flight leaving Midway Intl. Airport (MDW) is at around 5:25AM UTC-6. Board this plane and you'll touch down at Tampa Intl. Airport (TPA) at approximately 9:05AM UTC-5. The entire trip takes 2h 40m.
How long does it take to fly from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
It takes about 2 hours and 37 minutes to travel the 1,000 mi from MDW to TPA.
What is the best time to fly from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
To arrive at Tampa Intl. Airport (TPA) without delays, book a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Tampa from Midway Intl. Airport (MDW)?
You can touch down at Tampa Intl. Airport (TPA) or Sarasota-Bradenton Intl. Airport (SRQ) when traveling to Tampa on a direct flight from Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA) last-minute?
Booking your flight from MDW to TPA shortly before your trip is usually more expensive. However, if you're flexible with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a MDW to TPA flight and hotel package?
You'll typically save money by securing a MDW to TPA flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After choosing your ideal flights and accommodations, consider adding extras such as car rentals, tours and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Tampa Intl. Airport (TPA)?
In most instances, you can modify or cancel your MDW to TPA flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and policies on flight changes, or if you'd like more details, go to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Tampa Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$61
Distance
998 mi
Average flight time
4 hours 7 mins

Book with confidence

Chicago to Tampa Flights

The cheapest times to fly from Chicago to Tampa

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Tampa are during the month of November. You can find some of the cheapest flights from Chicago to Tampa with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Tampa

Sunday is one of the best days to book for cheap flights from Chicago to Tampa: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Tampa

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Tampa in 2025. You can also book with separate airlines for your outbound and return journeys, from $44 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Tampa flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Tampa airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Tampa Flights

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*Available to One Key members.