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$81+ Cheap flights from Midway (MDW) to Tampa (TPA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
May 29 — Jun 51
Fri 5/29
Fri 6/5
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Tampa are usually found in September or October, booked 13 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Midway to Tampa

Cheapest flights from Midway to Tampa
Explore the most affordable flight options available from Midway to Tampa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1611:59 am
MDW
-
TPA
1 stop6h 59m
Frontier
Mon 5/185:04 pm
TPA
-
MDW
1 stop19h 05m
Frontier
Deal found 4/24$143
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
MDW
-
TPA
1 stop14h 27m
Frontier
Tue 6/304:46 pm
TPA
-
MDW
1 stop19h 23m
Frontier
Deal found 4/26$145
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:04 pm
MDW
-
TPA
1 stop8h 23m
Frontier
Wed 5/274:46 pm
TPA
-
MDW
1 stop6h 16m
Frontier
Deal found 4/26$146
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:04 pm
MDW
-
TPA
1 stop8h 23m
Frontier
Tue 6/94:46 pm
TPA
-
MDW
1 stop6h 25m
Frontier
Deal found 4/25$149
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
-
TPA
1 stop11h 51m
Frontier
Wed 5/274:46 pm
TPA
-
MDW
1 stop19h 26m
Frontier
Deal found 4/27$153
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
-
TPA
1 stop11h 51m
Frontier
Tue 6/24:46 pm
TPA
-
MDW
1 stop6h 16m
Frontier
Deal found 4/26$157
This Trip.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
MDW
-
TPA
1 stop5h 35m
Frontier
Tue 5/195:04 pm
TPA
-
MDW
1 stop5h 58m
Frontier
Deal found 4/26$158
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:00 am
MDW
-
TPA
1 stop28h 39m
Frontier
Mon 6/12:25 pm
TPA
-
MDW
1 stop8h 37m
Frontier
Deal found 4/27$162
This Trip.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:04 pm
MDW
-
TPA
1 stop5h 47m
Frontier
Tue 6/24:46 pm
TPA
-
MDW
1 stop6h 16m
Frontier
Deal found 4/26$163
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:19 pm
MDW
-
TPA
1 stop26h 50m
Frontier
Mon 5/185:04 pm
TPA
-
MDW
1 stop19h 05m
Frontier
Deal found 4/27$165

Find flight deals from Midway to Tampa

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Tampa (TPA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$143
(Kiwi.com)

One-way from

$81
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$350

Good round-trip deal

$259 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Chicago Midway-Tampa flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Tampa flights.
Search Deals
From Chicago Midway to Tampa
Search Deals
One-way flight from Chicago Midway to Tampa
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Tampa.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Tampa.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Tampa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Tampa that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 5/16

5:55 pm-9:30 pm

Nonstop2h 35m

Tampa

Mon 5/18

7:00 am-8:50 am

Nonstop2h 50m

$248

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Tue 5/19

5:55 am-9:25 am

Nonstop2h 30m

Tampa

Sat 5/30

6:55 am-8:40 am

Nonstop2h 45m

$249

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 6/6

5:50 pm-11:30 pm

1 stop4h 40m

Tampa

Sat 6/13

5:30 am-7:10 am

Nonstop2h 40m

$254
Quickest round-trip

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 6/13

5:00 am-8:30 am

Nonstop2h 30m

Tampa

Mon 6/15

5:20 am-7:00 am

Nonstop2h 40m

$256

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Tue 6/23

8:15 pm-11:50 pm

Nonstop2h 35m

Tampa

Sat 6/27

5:30 am-7:10 am

Nonstop2h 40m

$265

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 6/18

5:00 am-8:25 am

Nonstop2h 25m

Tampa

Sat 6/20

3:05 pm-7:25 pm

1 stop5h 20m

$266

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 7/8

8:15 pm-11:50 pm

Nonstop2h 35m

Tampa

Tue 7/14

11:55 am-3:50 pm

1 stop4h 55m

$266

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 7/11

6:25 pm-10:00 pm

Nonstop2h 35m

Tampa

Mon 7/20

5:20 am-7:00 am

Nonstop2h 40m

$271

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 6/3

9:20 am-12:55 pm

Nonstop2h 35m

Tampa

Mon 6/8

5:20 am-7:00 am

Nonstop2h 40m

$279

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sun 5/31

8:50 pm-12:25 am

Nonstop2h 35m

Tampa

Sun 6/7

8:20 pm-10:00 pm

Nonstop2h 40m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Midway to Tampa

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Tampa in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Tampa flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Tampa flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Tampa flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Tampa flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Tampa flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Tampa

Have a flexible travel schedule? Discover the best time to fly to Tampa from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Tampa

How far ahead should I book a flight from Chicago Midway Airport to Tampa?

The best time to book flights from Chicago Midway Airport to Tampa is 12 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago Midway Airport to Tampa?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $157). Flying from Chicago Midway Airport to Tampa in March is currently the most expensive (average of $374). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to TPA?

Find hourly flight availability from Midway to Tampa. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2026.

It’s typically best to fly out from Chicago Midway Airport to Tampa in the afternoon. Doing so could potentially save you 34% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to Tampa?

Use this chart to determine the cheapest time to fly round-trip from Midway to Tampa. Price data was last updated on April 25, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Tampa flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago Midway Airport to Tampa?

The best insider tips for Chicago Midway Airport to Tampa flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Tampa trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW and TPA

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Reviews of airlines servicing Tampa

Get insights into the airlines that provide service to Tampa. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tampa. Reviews last updated April 29, 2026.
Get a feel of what it's like to fly with Southwest and Frontier from Chicago Midway Airport to Tampa by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,314 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.7
Fair
2,970 reviews
Southwest
8.0
Very good
4,314 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

Related info for your journey

Find useful and relevant information for your journey from Midway to Tampa. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Tampa from Chicago Midway?

    For a flight from Chicago Midway to Tampa, you will be flying into Tampa. Tampa (TPA) is just 4.9 mi from the center of the city. Tampa is the only Tampa airport and it handles 4 inbound flights from Chicago Midway per day. 2 airlines have flights to Tampa from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Tampa?

    Departing from Chicago Midway Airport to Tampa will take you 2h 35m. Chicago Midway Airport and Tampa are separated by a distance of 998 mi. All flights are typically nonstop.

  • What are the cheapest airlines flying from Chicago Midway Airport to Tampa round-trip?

    Currently priced at $70, Frontier will fly you from Chicago Midway Airport to Tampa and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $170. Users have found that Frontier is 74% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Tampa one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $50. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to Tampa for a low price.

  • What are the cheapest flights from Chicago Midway Airport to Tampa?

    While on average a flight from Chicago Midway Airport to Tampa is generally $283, our data shows the cheapest flight currently is $99. When looking at the most popular route, (Chicago Midway - Tampa), you can expect to pay $179 for that flight.

  • Can I find deals for flights from Midway to Tampa that include hotel bookings?

    Yes. In addition to deals on Midway to Tampa flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Tampa?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Tampa.

  • Can I find deals for business class flights from Midway to Tampa?

    Yes. Cheapflights offers flight deals from Midway to Tampa by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Tampa?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $157). Flying from Chicago Midway Airport to Tampa in March is currently the most expensive (average of $374). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Tampa?

Book flights to Tampa if you plan to visit one of these locations
St. Petersburg
Spring Hill
Tarpon Springs
Saint Pete Beach
Brandon
Seminole
Palm Harbor
Largo
Safety Harbor
Anna Maria
Treasure Island
Ruskin
Zephyrhills
Riverview
New Port Richey
Dunedin
Port Richey
Pinellas Park
Plant City
Crystal River

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Midway to Tampa

Discover the top 2 airlines that operate flights from Midway to Tampa. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$162FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$170Average$328FlexibilityNo cancel feeOn-time63%

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