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$61+ 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 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Tampa are usually found in September or July, booked 62 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 July 2, 2025.

Round-trip from

$129
(Frontier)

One-way from

$61
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$174

Good round-trip deal

$205 or less

Good one-way deal

$104 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. 21% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 2, 2025.

This CheapOair deal was found by Cheapflights users on 6/29. 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 7/2512:35 pmMDW - TPA
1 stop24h 29mFrontier
Tue 7/296:28 amTPA - MDW
1 stop5h 12mFrontier
Deal found 6/29$125
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:30 pmMDW - TPA
Nonstop2h 35mSouthwest
Mon 8/189:05 pmTPA - MDW
Nonstop2h 40mSouthwest
Deal found 7/2$157

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 July 2, 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

Fri 7/25

12:35 pm-2:04 pm

1 stop24h 29m

Tampa

Tue 7/29

6:28 am-10:40 am

1 stop5h 12m

$125

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 8/16

5:30 pm-9:05 pm

Nonstop2h 35m

Tampa

Mon 8/18

2:15 pm-3:50 pm

Nonstop2h 35m

$157

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sun 7/27

3:58 pm-7:39 pm

Nonstop2h 41m

$61

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 8/6

10:35 am-2:05 pm

Nonstop2h 30m

$79

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Tue 8/5

11:39 am-9:35 pm

1 stop8h 56m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

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 June 27, 2025.

The best time to book flights from Chicago Midway Airport to Tampa is 62 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 July 2, 2025.

It’s typically best to fly out from Chicago Midway Airport to Tampa at noon. Doing so could potentially save you 33% 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 June 29, 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 July 2, 2025.
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
4,272 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

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
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

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
5.9
Fair
3,290 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

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

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

    Currently priced at $129, 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 $157. Users have found that Frontier is 52% 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 $195, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Chicago Midway - Tampa), you can expect to pay $99 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
St. Petersburg
Saint Pete Beach
Spring Hill
Largo
Seminole
Wesley Chapel
New Port Richey
Port Richey
Oldsmar
Holmes Beach
Dunedin
Safety Harbor
Palm Harbor
Temple Terrace
Ruskin
Zephyrhills
Crystal River
Indian Rocks Beach
Tarpon Springs
Anna Maria

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Alternative routes for Midway to Tampa

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$218FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$104Average$167FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$179Average$369FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$284FlexibilityNo cancel feeOn-timeN/A

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