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$64+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
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 48 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap 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 August 11, 2025.

Round-trip from

$118
(Frontier)

One-way from

$63
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$292

Good round-trip deal

$157 or less

Good one-way deal

$107 or less
From Chicago Midway to Tampa
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One-way flight from Chicago Midway to Tampa
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Highest demand for flights based on searches. 16% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Tampa.
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Price to beat on a one-way flight from Chicago Midway to Tampa.
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Find 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 August 11, 2025.

This Frontier deal was found by Cheapflights users on 8/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:21 amMDW - TPA
Nonstop2h 36mFrontier
Mon 9/2910:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/10$118
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/56:21 amMDW - TPA
Nonstop2h 36mFrontier
Sun 9/710:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/11$122
This FlightHub deal was found by Cheapflights users on 8/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:21 amMDW - TPA
Nonstop2h 36mFrontier
Sun 9/2810:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/11$125
This CheapOair deal was found by Cheapflights users on 8/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:21 amMDW - TPA
Nonstop2h 36mFrontier
Sun 9/1410:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/10$126
This CheapOair deal was found by Cheapflights users on 8/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/302:32 pmMDW - TPA
1 stop4h 34mFrontier
Fri 10/3110:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/9$127
This Frontier deal was found by Cheapflights users on 8/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/195:20 amMDW - TPA
Nonstop2h 35mFrontier
Sun 10/269:57 amTPA - MDW
Nonstop2h 47mFrontier
Deal found 8/10$129
This Frontier deal was found by Cheapflights users on 8/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:21 amMDW - TPA
Nonstop2h 36mFrontier
Sun 10/510:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/10$130
This Frontier deal was found by Cheapflights users on 8/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/86:21 amMDW - TPA
Nonstop2h 36mFrontier
Mon 9/1510:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/9$134
This FlightHub deal was found by Cheapflights users on 8/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/126:21 amMDW - TPA
Nonstop2h 36mFrontier
Fri 9/1910:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/9$137
This CheapOair deal was found by Cheapflights users on 8/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/179:45 amMDW - TPA
Nonstop2h 37mFrontier
Sun 10/199:57 amTPA - MDW
Nonstop2h 47mFrontier
Deal found 8/10$140
This CheapOair deal was found by Cheapflights users on 8/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/44:56 pmMDW - TPA
1 stop5h 37mFrontier
Sun 9/710:55 amTPA - MDW
Nonstop2h 49mFrontier
Deal found 8/9$141

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 August 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Tampa that are best for you.

Fly from

Midway

Fly to

Tampa

Route

Depart

Return

Price

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 9/22

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Mon 9/29

10:55 am-12:44 pm

Nonstop2h 49m

$118

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/5

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Sun 9/7

10:55 am-12:44 pm

Nonstop2h 49m

$122

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 10/17

9:45 am-1:22 pm

Nonstop2h 37m

Tampa

Mon 10/27

2:22 pm-4:09 pm

Nonstop2h 47m

$124

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/19

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Sun 9/28

10:55 am-12:44 pm

Nonstop2h 49m

$125

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/12

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Sun 9/14

10:55 am-12:44 pm

Nonstop2h 49m

$126

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sun 10/19

5:20 am-8:55 am

Nonstop2h 35m

Tampa

Sun 10/26

9:57 am-11:44 am

Nonstop2h 47m

$129

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 10/3

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Sun 10/5

10:55 am-12:44 pm

Nonstop2h 49m

$130

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sun 9/7

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Sun 9/14

10:55 am-12:44 pm

Nonstop2h 49m

$134

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 10/17

9:45 am-1:22 pm

Nonstop2h 37m

Tampa

Sun 10/19

9:57 am-11:44 am

Nonstop2h 47m

$140

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/19

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Thu 9/25

6:00 am-3:58 pm

1 stop10h 58m

$141

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

Showing 1-10 of 23 results
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The best insider tips for Chicago Midway Airport to Tampa flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Tampa trip
Airports
MDW

Use the 'L' train for a cheap and quick 30-minute ride to MDW from downtown Chicago.

Read more about MDWby Ramsey Qubein
TPA

TPA's Blue Express Curbside helps travelers without checked bags quickly access transportation or exit the airport.

Read more about TPAby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW and TPA

Ramsey Qubein

Ramsey Qubein

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

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?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Tampa. Price data was last updated on August 8, 2025.

The best time to book flights from Chicago Midway Airport to Tampa is 48 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $208). Flying from Chicago Midway Airport to Tampa in March is currently the most expensive (average of $270). 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 August 11, 2025.

It’s typically best to fly out from Chicago Midway Airport to Tampa at noon. Doing so could potentially save you 25% on the flight price compared to flying in the evening, 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 August 10, 2025.

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

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 August 11, 2025.
Get a feel of what it's like to fly with Southwest, Delta, 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
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,978 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.8
Fair
3,222 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 3 inbound flights from Chicago Midway per day. 4 airlines have flights to Tampa from Chicago Midway on a regular basis.

  • What is the cheapest airline to fly from Chicago Midway Airport to Tampa round-trip?

    Currently priced at $118, 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. Users have found that Frontier is 59% cheaper than the other options available to this destination.

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

    While on average a flight from Chicago Midway Airport to Tampa is generally $189, our data shows the cheapest flight currently is $77. When looking at the most popular route, (Chicago Midway - Tampa), you can expect to pay $104 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $208). Flying from Chicago Midway Airport to Tampa in March is currently the most expensive (average of $270). 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
Saint Pete Beach
Tarpon Springs
Largo
Seminole
Wesley Chapel
Oldsmar
Holmes Beach
Ruskin
Dunedin
Safety Harbor
Palm Harbor
Temple Terrace
Zephyrhills
New Port Richey
Indian Rocks Beach
Port Richey
Anna Maria
Bradenton Beach

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Alternative routes for Midway to Tampa

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Top 4 airlines flying from Midway to Tampa

Discover the top 4 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 August 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$249FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$104Average$167FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$178Average$362FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$283FlexibilityNo cancel feeOn-timeN/A

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