HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$45+ Cheap flights from Tampa (TPA) to Midway (MDW)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
TPA — MDW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tampa to Midway with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Tampa to Chicago Midway are usually found in April or May, booked 87 days in advance, depart on a Friday or Tuesday and return on a Tuesday

Cheap flight deals from Tampa to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Tampa (TPA) to Midway (MDW). 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$82
(Frontier)

One-way from

$45
(Trip.com)

Popular in

October

Cheapest in

April

Average price

$211

Good round-trip deal

$114 or less

Good one-way deal

$93 or less
Provider with most accurate pricing for Tampa-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Chicago Midway flights.
Search Deals
From Tampa to Chicago Midway
Search Deals
One-way flight from Tampa to Chicago Midway
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Tampa to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Tampa to Chicago Midway.
Search Deals

Find flight deals from Tampa to Midway

Cheapest flights from Tampa to Midway
Explore the most affordable flight options available from Tampa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/179:51 amTPA - MDW
Nonstop2h 52mFrontier
Sun 4/205:15 amMDW - TPA
Nonstop2h 41mFrontier
Deal found 2/18$81
This Southwest deal was found by Cheapflights users on 2/20. 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.
Wed 3/267:05 amTPA - MDW
Nonstop2h 50mSouthwest
Tue 4/83:45 pmMDW - TPA
Nonstop2h 35mSouthwest
Deal found 2/20$193
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/306:00 amTPA - MDW
1 stop4h 07mDelta
Wed 4/303:02 pmMDW - TPA
1 stop4h 47mDelta
Deal found 2/20$209

Find flights from Tampa to Midway within your budget

Customize your flight search to find flights from Tampa to Midway 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 February 20, 2025.

Fly from

Tampa

Fly to

Midway

Route

Depart

Return

Price

TampaChicago

TPA - MDW

TPAMDW

Tampa

Thu 4/17

9:51 am-11:43 am

Nonstop2h 52m

Chicago Midway

Sun 4/20

5:15 am-8:56 am

Nonstop2h 41m

$81

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 3/26

7:05 am-8:55 am

Nonstop2h 50m

Chicago Midway

Tue 4/8

3:45 pm-7:20 pm

Nonstop2h 35m

$193

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 4/30

6:00 am-9:07 am

1 stop4h 07m

Chicago Midway

Wed 4/30

3:02 pm-8:49 pm

1 stop4h 47m

$209

TampaChicago

TPA - MDW

TPAMDW

Tampa

Mon 3/17

7:38 pm-9:34 pm

Nonstop2h 56m

$45

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 3/25

7:05 am-8:55 am

Nonstop2h 50m

$95

TampaChicago

TPA - MDW

TPAMDW

Tampa

Wed 4/30

6:00 am-9:07 am

1 stop4h 07m

$105

TampaChicago

TPA - MDW

TPAMDW

Tampa

Tue 5/20

11:15 am-3:37 pm

3 stops29h 22m

$165

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Compare providers for flights from Tampa to Midway

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 Tampa to Midway in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice 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 Tampa-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tampa-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tampa-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tampa-Chicago Midway Airport 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 Tampa-Chicago Midway Airport 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 Tampa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Tampa 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.

Travel insights for flights from Tampa to Midway

Get recent, data-driven insights about flights from Tampa to Midway including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Tampa to Midway. Price data was last updated on February 14, 2025.

The best time to book flights from Tampa to Chicago Midway Airport is 87 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 Tampa to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Tampa to Chicago Midway Airport (average of $160). Flying from Tampa to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 TPA to MDW?

Find hourly flight availability from Tampa to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

It’s optimal to fly from Tampa to Chicago Midway Airport in the evening. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Tampa to Midway. Price data was last updated on February 16, 2025.

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated February 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and Frontier from Tampa to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Tampa to Midway. 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 from for flights from Tampa to Chicago Midway?

    Tampa (TPA) is the airport you will fly out of if you book a flight from Tampa to Chicago Midway. You should not have trouble finding flights to Chicago Midway from Tampa; the airport handles an average of 2 outbound flights to Chicago Midway per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Tampa airport to Chicago Midway. It is only a 4.9 mi journey to Tampa (TPA) from Tampa’s city center.

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

    Our cheapest airline available from Tampa to Chicago Midway Airport is Frontier. Our recent data shows that you can find tickets from as low as $82 on this airline. Additional options worth looking into are Southwest and Delta, starting at $193 and $209 round-trip. Frontier is 56% cheaper than the average price of flights available within the next 90 days to this destination.

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

    $45 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and Delta, with prices starting from $95 and $105, respectively.

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

    Looking for the cheapest flight from Tampa to Chicago Midway Airport? While on average our users pay $202, our data indicates the cheapest price to be $29. The most popular route (Tampa - Chicago Midway), is priced around $59.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Tampa to Midway 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 Tampa to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Tampa to Chicago Midway Airport (average of $160). Flying from Tampa to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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.

Alternative routes for Tampa to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to O'Hare Intl flights
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to O'Hare Intl flights
Miami to Midway flights
Jacksonville to O'Hare Intl flights
West Palm Beach to O'Hare Intl flights
Fort Myers to O'Hare Intl flights
Fort Lauderdale to Midway flights
Sarasota to O'Hare Intl flights
Orlando to Midway flights
Jacksonville to Midway flights
West Palm Beach to Midway flights
Pensacola to O'Hare Intl flights
Fort Myers to Midway flights
Pensacola to Midway flights
Sarasota to Midway flights
Panama City to O'Hare Intl flights
Valparaiso to O'Hare Intl flights
Gainesville to O'Hare Intl flights
St Petersburg to Rockford flights
Valparaiso to Midway flights
Melbourne to O'Hare Intl flights
Tallahassee to O'Hare Intl flights
Panama City to Midway flights
Daytona Beach to O'Hare Intl flights
Gainesville to Midway flights
Daytona Beach to Midway flights
Tallahassee to Midway flights
Orlando Sanford Intl to Rockford flights
Melbourne to Midway flights
Key West to O'Hare Intl flights
Orlando to Rockford flights
Fort Lauderdale to Rockford flights
Punta Gorda to Rockford flights
Key West to Midway flights
Fort Myers to Rockford flights
Valdosta to O'Hare Intl flights
Tampa to Rockford flights
Pensacola to Rockford flights

Top 4 airlines flying from Tampa to Midway

Discover the top 4 airlines that operate flights from Tampa to Midway. 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$67Average$103FlexibilityNo cancel feeOn-time65%
FrontierCheapest$77Average$155FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$158Average$301FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$381FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.