MDW - TPA

$71 Find Cheap Flights from Chicago Midway Airport to Tampa

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Tampa departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Tampa

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tampa, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tampa, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Expert advice
Useful Info
Flights Deals

Cheap Flights from Midway to Tampa (MDW-TPA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Tampa that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Tampa

Mon, Sep 15 - Mon, Sep 22
Frontier Logo
6:21 am - 10:00 amMDW-TPA
2h 39mnonstop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$128Frontier
Find Deal
Tue, Aug 12 - Thu, Aug 14
Frontier Logo
11:39 am - 11:05 pmMDW-TPA
10h 26m1 stop
Frontier Logo
8:32 pm - 10:24 pmTPA-MDW
2h 52mnonstop
$151Frontier
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
8:05 pm - 11:40 pmMDW-TPA
2h 35mnonstop
Southwest Logo
6:55 am - 8:35 amTPA-MDW
2h 40mnonstop
$157Southwest
Find Deal
Thu, Aug 21 - Mon, Aug 25
Frontier Logo
11:03 am - 9:03 pmMDW-TPA
9h 00m1 stop
Frontier Logo
4:18 pm - 6:05 pmTPA-MDW
2h 47mnonstop
$161Frontier
Find Deal
Tue, Sep 30 - Wed, Oct 15
Southwest Logo
10:05 am - 3:15 pmMDW-TPA
4h 10m1 stop
Southwest Logo
6:55 am - 8:35 amTPA-MDW
2h 40mnonstop
$163Southwest
Find Deal
Fri, Aug 22 - Mon, Aug 25
Frontier Logo
6:15 am - 12:37 pmMDW-TPA
5h 22m1 stop
Frontier Logo
4:18 pm - 6:05 pmTPA-MDW
2h 47mnonstop
$164Frontier
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
5:25 am - 12:00 pmMDW-TPA
5h 35m1 stop
Southwest Logo
9:05 pm - 10:45 pmTPA-MDW
2h 40mnonstop
$167Southwest
Find Deal
Sat, Jul 26 - Tue, Jul 29
Delta Logo
4:22 pm - 12:14 amMDW-TPA
6h 52m1 stop
Delta Logo
7:50 am - 11:58 amTPA-MDW
5h 08m1 stop
$197Delta
Find Deal
Tue, Jul 8 - Tue, Jul 15
Delta Logo
5:05 pm - 12:14 amMDW-TPA
6h 09m1 stop
Delta Logo
4:28 pm - 9:42 pmTPA-MDW
6h 14m1 stop
$209Delta
Find Deal
Sat, Jul 12 - Tue, Jul 22
Delta Logo
4:22 pm - 11:19 pmMDW-TPA
5h 57m1 stop
Delta Logo
6:30 am - 9:45 amTPA-MDW
4h 15m1 stop
$217Delta
Find Deal
Expert advice

Expert advice for your flight from Midway to Tampa

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-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.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Frontier

Choose Economy Bundle for free carry-on and seat selection, saving costs over major carriers.


Opt for Premium Bundle for priority boarding and extra legroom, just $20 more than Economy.

Read more about Frontierby Stefanie Waldek
Southwest

Enjoy two free checked bags up to 50 pounds each, ideal for family travel.


Use EarlyBird Check-In for a better boarding position, avoiding middle seats.

Read more about Southwestby Blane Bachelor
Airports
MDW

Midway offers a compact terminal with easy navigation, making it ideal for quick departures. Enjoy local dining options like Billy Goat Tavern before your flight.

Read more about MDWby Stefanie Waldek
TPA

For a quick exit, use the Blue Express lanes at TPA if traveling with carry-ons only. It's efficient and avoids traffic congestion.

Read more about TPAby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, MDW and TPA

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Useful Info

KAYAK's insights & trends for Midway to Tampa flights

Get data-powered insights and trends into flights from Midway to Tampa to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Tampa?

The average price of all round-trip flights from Chicago Midway Airport to Tampa clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Tampa on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago Midway Airport to Tampa. For your return ticket, we recommend flying on a Friday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Tampa, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Tampa is September, where tickets cost $119 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $441 and $391 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Tampa?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $257, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Tampa, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Tampa, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonApril
High seasonFebruary
Cheapest flight$71
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 59% increase in price.
Flight from Chicago Midway Airport to Tampa

When to book flights from Midway to Tampa

Are your dates flexible? Find out the best times to travel from Midway to Tampa based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Tampa flights

  • What is the luggage allowance on flights from Chicago Midway Airport to Tampa with Spirit Airlines?

    Spirit Airlines has a unique luggage policy compared to most other airlines. They charge for checked and carry-on bags, and passengers are only allowed to bring one personal item for free. The personal item must fit under the seat in front of the passenger and should not exceed the dimensions of 18 × 14 × 8 inches. This could be anything like a small backpack, purse, or laptop bag.

  • How do I get from Tampa Airport (TPA) to the city center?

    Taxi service is available at the red and blue curb sides outside the baggage claim area of the TPA. Additionally, the Hillsborough Area Regional Transit (HART) offers bus service to and from the airport. The Route 30 bus runs every 30 minutes from the airport to Downtown Tampa and takes approximately 35–45 minutes.

  • What seat selection options are available on Frontier flights from Chicago Midway Airport to Tampa?

    Standard seats are the basic seats on Frontier flights from Chicago Midway Airport to Tampa that can be selected during the booking process or added later for a fee. Stretch seats are roomier seats located in the front of the plane or emergency exit rows. They can be purchased for an additional fee. Select seats are located toward the front of the plane, and have extra legroom.

  • What services are offered by Delta Air Lines to economy class passengers on flights from Chicago Midway Airport to Tampa?

    Delta's in-flight entertainment system, Delta Studio, is available to all passengers, including those in economy class. It offers a range of movies, TV shows, games, and music for free. The airline also offers complimentary snacks on its flights, including pretzels, cookies, or other light snacks.

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Tampa was $71 for a one-way ticket and $128 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Tampa?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Tampa?

    American Airlines, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to Tampa flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Tampa?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Tampa flight route.

  • On which days can I fly direct from Chicago Midway Airport to Tampa?

    There are nonstop flights from Chicago Midway Airport to Tampa on a daily basis.

  • Which is the best airline for flights from Chicago to Tampa, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Tampa are Southwest and Delta. With an average price for the route of $373 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $332 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Tampa?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Tampa.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Tampa?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tampa from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Tampa?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Tampa with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and TPA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Tampa?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Tampa from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Tampa

  • Looking for a cheap flight? 25% of our users found flights on this route for $94 or less one-way and $185 or less round-trip.
  • Chicago Midway Airport (MDW) is a hub for Southwest Airlines. Southwest Airlines operates out of a single terminal at Chicago Midway Airport, which is Terminal 1. This terminal is the main terminal at the airport and handles all passenger traffic. The terminal is divided into three concourses, A, B, and C, with Southwest Airlines operating out of Concourses A and B.
  • Delta Air Lines offers a range of services for families with kids on flights from Chicago Midway Airport to Tampa. Delta offers kid-friendly meals and allows families with children under the age of 2 to board early. Delta also provides a dedicated unaccompanied minor service for kids traveling without a parent or guardian.
  • Southwest Airlines offers a range of services for passengers with reduced mobility on flights from Chicago Midway Airport to Tampa. The airline offers wheelchair assistance to passengers who require it at both the departure and arrival airports and passengers with reduced mobility can request special seating to accommodate their needs, such as bulkhead seats or seats with moveable aisle armrests.
  • Frontier Airlines allows passengers to bring small pets on board their flights from Chicago Midway Airport to Tampa. Passengers must ensure that their pet meets all the requirements for travel, including vaccination and health certificates.
  • United Airlines has invested in newer, more efficient aircraft to replace older, less efficient ones. Their new aircraft have been designed to burn less fuel and emit fewer carbon and other greenhouse gases, including for flights from Chicago Midway Airport to Tampa.

Prefer to fly direct from Chicago Midway Airport to Tampa?

Find which airlines fly direct from Chicago Midway Airport to Tampa Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Tampa

Monday

Southwest, Frontier

Southwest, Frontier

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest, Frontier

Southwest, Frontier

Saturday

Southwest

Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Direct returns

Tampa to Chicago Midway

Monday

Southwest, Frontier

Southwest, Frontier

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Southwest, Frontier

Southwest, Frontier

Saturday

Southwest

Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from Midway to Tampa

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Tampa. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Tampa? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4287 reviews
7.6Entertainment
8.2Boarding
8.0Comfort
7.1Food
8.6Crew
Airline reviews

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

6.0 GoodVincent, May 2025MDW - MCO
Read more Southwest reviews

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It is southwest seat was ok. Not the most comfortable seat

Plz don't take away free bags and free seating

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Crew was friendly Love the entertainment in the seat head rest.

Other then mechanical/ computer problem and 3.5 hours flight delay the flight was great. I guess that what happened when you fly an old airplane now a day.

This was a code share Latam Airlines flight - everything very good except there was no seatback entertainment

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

The flight was rescheduled several times without a reason for the schedule changes. I had to be in New Orleans at a certain time and it was just easier to drive at a certain point. I don’t know if the flight ever left. This is my first experience with Spirit Airlines and is also the last.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

Kayak never booked my flight, I have received notifications the entire time the fights were to be used I went to the airport to find out despite receiving these emails to board my flight was never booked only to have to return home and miss the event I was scheduled for, inconvenient and devastating to say the least, customer service was very poor to only explain that my card had not been charged so that I shouldn’t worry. Yea great for you to say being that your not inconvenienced.

Was pleasantly surprised at how large the plane was. Crew very friendly.

There should be a “Ticketing/Check In” section. A Spirit employee helped us operate the self-serve check-in kiosk, and he was very helpful. However, the ticket agent was another story. She took our (2) checked bags, but when placing them on the conveyor, dropped one of them - it fell over on the conveyor and broke the retractable handle. Two pieces of the handle broke away and landed behind the counter. She knew what had happened, but chose to ignore and moved on to the next person in line.

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

It was a no frills flight. Would have liked to be able to charge my device

Seats were extremely uncomfortable and it was very hot on the plane.

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

Check in at Philadelphia international was absolutely terrible! I fly 2 to 3 times a month and avoid frontier at all cost and will never fly Frontier again! The night before travel, I tried checking in however, the app was giving me an error, so I went to the desktop, which instructed you that you need to use the app. The next day I presented at the check-in gate after trying at least a half dozen times prior to getting into the airport and continuing to getting the error in the app. I actually had rebooted my phone numerous times and reinstall the app just in case. My phone is only one generation older than the current model. It has no problems completing a frontier flight purchase or any other app issues. There was only three frontier employees working at check-in and a huge line while I was in line I continued to try and check in via the app. As I approach the desk, I was dreading dealing with the agent. He was extremely unprofessional, anti-semantic & very ignorant, and mean to the people in front of me, as well as the people who ended up being behind me. He literally told people “Man I don’t care bout y’all” in his native dialect! Maintaining my composure I approached and explained the situation. To which he replied, you’re gonna have to pay then! I don’t understand. It’s an issue with their app not allowing me to check in! Not my issue! He told me if I pay cash it would be $15, $25 if I pay credit card. I don’t understand a $10 difference for paying with a credit card? I am completely cashless so I continued to try using the app to avoid the $25 fee, Which I still don’t believe that I should be responsible for since it was Frontier’s technical issue!!! I continued to check in via the app a couple more times after he verified I was doing everything right he proceeded to continue to belittle the people behind me. Yelling at them saying I don’t care about you people! I cannot believe that this is the way that businesses would treat its customers! Unfortunately, the black mail with dreadlocks did not have a name tag all he had was a frontier sweater on! For the $25 fee that I ended up getting charged on my credit card. I should’ve just booked originally with Spirit or any other carrier! I have no problem paying fees that I should be responsible for, but when it’s due to a technical failure of a company, the customer should not be responsible for it! I cannot believe that it’s not frontier going out of business!

they delayed my flight which ended up, causing my layover flight to leave without me, resulting in me missing a flight and having to stay overnight in Houston international. I got no compensation other than a flight to my original location only a day later. i’ve never experienced such a unprofessional situation

Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.

Everything you need to know for your flight from Midway to Tampa

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.