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TPA - MDW

Find cheap flights from Tampa to Chicago Midway Airport from $39

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Tampa to Midway departing on 5/16. 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
0 bags
Sun 5/19
Sun 5/26

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Tampa to Chicago, 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 Tampa to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,553,814 times on KAYAK, and here is why:

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Cheap flight deals from Tampa to Midway (TPA-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Tampa to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
6:07 pm - 9:49 pmMDW-TPA
2h 42mnonstop
$55Frontier
Find Deal
Tue, May 14 - Tue, May 21
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
2:44 pm - 6:30 pmMDW-TPA
2h 46mnonstop
$60Frontier
Find Deal
Tue, May 7 - Tue, May 14
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
2:44 pm - 6:30 pmMDW-TPA
2h 46mnonstop
$68Frontier
Find Deal
Tue, Apr 30 - Tue, May 7
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
6:07 pm - 9:49 pmMDW-TPA
2h 42mnonstop
$72Frontier
Find Deal
Tue, May 7 - Tue, May 21
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
10:37 am - 2:22 pmMDW-TPA
2h 45mnonstop
$73Frontier
Find Deal
Tue, Apr 30 - Mon, May 6
9:15 pm - 11:04 pmTPA-MDW
2h 49mnonstop
2:44 pm - 6:30 pmMDW-TPA
2h 46mnonstop
$76Frontier
Find Deal
Tue, May 7 - Tue, May 14
5:05 pm - 6:48 pmTPA-MDW
2h 43mnonstop
12:34 pm - 4:10 pmMDW-TPA
2h 36mnonstop
$78Frontier
Find Deal
Fri, Aug 23 - Tue, Aug 27
6:50 am - 8:42 amTPA-MDW
2h 52mnonstop
12:34 pm - 4:10 pmMDW-TPA
2h 36mnonstop
$79Frontier
Find Deal
Tue, Jun 25 - Mon, Jul 8
7:52 am - 11:55 amTPA-MDW
5h 03m1 stop
10:41 am - 4:33 pmMDW-TPA
4h 52m1 stop
$198Delta
Find Deal
Sat, Jun 15 - Tue, Jun 18
6:00 am - 12:45 pmTPA-MDW
7h 45m1 stop
12:45 pm - 6:54 pmMDW-TPA
5h 09m1 stop
$211Delta
Find Deal
Tue, Apr 30 - Wed, May 1

Flights from Tampa to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Tampa to Midway 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 Tampa to Chicago Midway Airport?

The average price of all flights from Tampa to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Tampa to Chicago Midway Airport, look for departures on Saturdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday is the cheapest day to fly and Monday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Tampa to Chicago Midway Airport, 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 Tampa to Chicago Midway Airport is September, where tickets cost $98 on average. On the other hand, the most expensive months are July and June, where the average cost of tickets is $204 and $203 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Tampa to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Tampa to Chicago Midway Airport, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 37 days before departure.

Which airlines provide the cheapest flights from Tampa to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $39. KAYAK users also found Tampa to Chicago Midway Airport round-trip flights on Frontier from $55 and on Delta from $198.

Which airlines fly non-stop between Tampa and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Tampa to Chicago Midway Airport.
There are 2 airlines that fly nonstop from Tampa to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $69. On average, the best prices for this route can be found at Frontier.

How many flights are there between Tampa and Chicago Midway Airport per day?

Each day, there are between 4 and 7 nonstop flights that take off from Tampa and land in Chicago Midway Airport, with an average flight time of 2h 40m. The most common departure time is 11:00 am and most flights take off in the morning. Each week, there are 41 flights. The most frequent day of departure is Thursday, when 17% of all weekly flights depart. The fewest flights depart on a Wednesday.

Which cabin class options are there for flights between Tampa and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Tampa to Chicago Midway Airport take?

The duration of a nonstop flight to Chicago Midway Airport from Tampa is typically 2h 40m. The journey crosses a distance of 998 miles.

What’s the earliest departure time from Tampa to Chicago Midway Airport?

Early birds can take the earliest flight from Tampa at 5:15 am and will be landing in Chicago Midway Airport at 6:55 am.

What’s the latest departure time from Tampa to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Tampa to Chicago Midway Airport jets off at 10:59 pm and lands at 12:46 am.

Good to know

Low season

January

High season

June

Cheapest flight

$39
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Tampa to Chicago Midway Airport

When to book flights from Tampa to Midway

Are your dates flexible? Find out the best times to travel from Tampa to Midway 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 Tampa to Chicago Midway Airport flights

  • Tampa International Airport (TPA) offers different services and amenities to accommodate passengers with limited mobility. You’ll find wheelchair assistance, service animals, gate access for companions, accessible parking, boarding assistance, elevators, accessible restrooms, telephones, and accessible parking spaces.

    If you’re looking for eco-friendly flights from Tampa to Chicago Midway Airport, you can book Frontier Airlines or Southwest Airlines. These airlines have flights that emit less CO₂ on their direct connections. They have implemented several sustainable practices in their daily operations to reduce carbon emissions.

  • How do I get to downtown Chicago from Chicago Midway Airport (MDW)?

    You can take the Orange Line trains operated by the Chicago Transit Authority (CTA), which connects the airport to downtown Chicago. The journey time is 20 to 25 minutes. If the train isn’t operational, take the N62 Archer bus or the PACE suburban public bus system. Taxis and car rentals are readily available at the airport.

  • Which airline has the best carry-on weight allowance for direct flights from Tampa to Chicago Midway Airport (MDW)?

    Consider booking Southwest Airlines, which has no maximum carry-on weight limit for carry-on luggage. However, your carry-on bag shouldn’t be bigger than 24 x 16 x 10 inches and should fit in the overhead bin easily. Your small personal item should comfortably fit beneath the seat in front of you.

  • What lounges are available at Tampa International Airport (TPA)?

    TPA has multiple lounges to relax in before your flight to Chicago Midway Airport. You can check into American Airlines Admirals Club at Concourse F, which can be accessed by paying at the door with proof of an American Airlines ticket or Delta Sky Club at Concourse E. These lounges offer complimentary drinks and snacks, comfortable sofas, a broad menu, free internet, cable TV, a flight information monitor, magazines, newspapers, and workspaces.

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

    In the last 3 days, the lowest price for a flight from Tampa to Chicago Midway Airport was $39 for a one-way ticket and $55 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Tampa to Chicago Midway Airport?

    Tampa and Chicago Midway Airport are both served by 1 main airport. You will leave Tampa from Tampa and will be arriving at Chicago Midway.

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

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

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

    The Airbus A320neo is the aircraft model that flies most regularly on the Tampa to Chicago Midway Airport flight route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Tampa to Chicago are Delta and Frontier. With an average price for the route of $346 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $159 and an overall rating of 6.3.

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

    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 Tampa to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Tampa 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 Tampa to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Tampa with another airline. Booking your flights between Tampa and MDW 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 Tampa to Chicago Midway Airport?

    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 Chicago Midway Airport from Tampa up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from TPA to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $94 or less one-way and $104 or less round-trip.
  • Which other cities can I fly to from San Francisco?
  • From San Francisco International Airport (SFO), you can extend your trip to domestic destinations like Las Vegas, Dallas, Los Angeles, Seattle, Boston, Miami, Denver, Atlanta, Chicago, and New York City or international destinations like Tokyo, Dubai, London, Vancouver, Beijing, Paris, Seoul, and Sydney.
  • Several connecting and non-stop flights serve the Tampa (TPA) to Chicago Midway Airport (MDW) flight route. You’ll likely have a layover in Atlanta (ATL), Minneapolis (MSP), Detroit (DTW), Philadelphia (PHL), Dallas (DFW), Denver (DEN), or Nashville (BNA) when you opt for a one-stop flight on this route.
  • If you have a minor flying alone, consider booking them with Southwest Airlines, which has a special service for Unaccompanied Minors on its direct flights from Tampa to Chicago Midway Airport (MDW). This service is available and mandatory for children aged 5 to 11. Your child will receive assistance throughout the flight.
  • Delta Air Lines has several Business Class flights from Tampa to Chicago Midway Airport (MDW). This option is available on its one-stop connections. You’ll enjoy access to the Delta Sky Club Lounge, special baggage allowance, premium dining on board, comfortable seats, spacious cabins with more legroom, dedicated services, and in-flight entertainment.
See more tips

Prefer to fly non-stop from Tampa to Chicago Midway Airport?

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

Nonstop departures

Tampa to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest, Frontier

Southwest, Frontier

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

Chicago Midway to Tampa

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Southwest, Frontier

Southwest, Frontier

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 3 airlines serving from Tampa to Midway

 
See real verified KAYAK customer reviews for airlines flying from Tampa to Chicago. 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 Tampa to Midway? 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
DeltaOverall score based on 11094 reviews
7.5food
8.0entertainment
7.9comfort
8.6crew
8.2boarding
Airline reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

10.0 ExcellentShayla, Apr 2024ATL - ORD
Read more about Delta reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Aircraft very cramped. Check-in was great with an agent helping us. Food was almost non-existent. Pre-flight went well once I got the app reloaded on my phone since we don’t fly much anymore.

I like that it got us where we were going. Everything else needed work. It was 1/2 hour late and we took off an hour late. The plane had to be cleaned and the disabled loaded on board before we could take off which took forever and then we sat at the terminal FOREVER before we took off. The ride was so bumpy that they couldn’t serve drinks and snack but to about 1/2 the plane. Seriously we should have flown out of Fort Lauderdale. We probably would’ve gotten home several hours earlier.

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Flight was great. DELTA did a fantastic job! FLL airport was chaotic!

You lost my luggage!!! How frustrating!!! Now they can’t find one of our bags!!!! I really don’t have time for this!!!

Fast boarding and exit. Different snacks other than almonds and sun chips.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Beware of all the extras. Nickel and dimed. Everything was extra. It turns a $90 fare in to a $400 fair quite easily.

It would have been nice to have been on the flight

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

Good except my suitcase was completely broken when it arrived on belt. Now I have to go through a process to try to get ANY back. Not happy

Spirit delayed the late flight then canceled it with no rebooking options given, leaving me stranded in a city at 9pm at night. I ended up renting a car and driving at night in the pouring rain so could make it to my destination.

Pulled our crew to another flight and left us hanging for hours

They kept us on the plane over 90 minutes after landing.

Crew members are very rude and not cooperate with passengers.

30 minute delay due to boarding and settling of a family.

I am HIGHLY unhappy with the amount of money I spent on the flight. Paid in advance only to find the flight at a discount price a week or so before the flight. I will not fly frontier again and have bad mouthed your business since to anyone I have spoken with about flying (which has been many a people). Crew was mediocre and instead of moving me to a spot where I could gain some leg room they sat their flight attendant there. Won’t be flying frontier in the future.

Well, I didn’t have food! So NA wasn’t an option. I’ll be back!

First time flying with Frontier . From buying tickets ,getting boarding pass and boarding plane was super easy. Definitely would fly again with Frontier .

Our flight was on time and unremarkable which I'm grateful for, as it is not the norm traveling these days. Frontier is a low-cost carrier and it really shows when compared to other "normal" carriers. They don't even give you water during the flight. The coach seats are decent, however it was not as clean as it should be. We had crumbs all over the floor by our seats.

They lost my baggage on my connection flight, it’s been 24 hours since I put my claim in and still no update on my bags.

they charge too much when you arrive in the air port

The flight was canceled, then delayed twice, we were moved gates twice. Short staff at the counter and check in. We waited for our flight 9 hours. Will never use Frontier ever again, or Spirit.

The flight was delayed 1 hour. The Seats are the worst most uncomfortable chairs I have ever sat in. I have folding chairs in my Garage that are more comfortable.

Book cheap flights from Tampa to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Tampa to Chicago found on KAYAK in the last 72 hours.
5/16Thu
nonstopFrontier
2h 47mTPA-MDW
$39
5/9Thu
nonstopFrontier
2h 51mTPA-MDW
$41
5/18Sat
nonstopFrontier
2h 47mTPA-MDW
$42
6/1Sat
nonstopFrontier
2h 47mTPA-MDW
$44
5/20Mon
1 stopFrontier
6h 54mTPA-MDW
$49
6/1Sat
1 stopDelta
6h 02mTPA-MDW
$88
9/11Wed
2 stopsSouthwest
10h 20mTPA-MDW
$130
5/5Sun
3 stops
17h 34mTPA-MDW
$161
5/27Mon
2 stops
14h 20mTPA-MDW
$167
6/20Thu
1 stopDelta
5h 26mTPA-MDW
$181

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Last minute flights from Tampa to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Tampa to Chicago that are departing in the next 10 days.
4/23Tue
multi-stopFrontier
8h 29mTPA-MDW
4/27Sat
multi-stopFrontier
10h 18mMDW-TPA
$114
4/19Fri
multi-stopFrontier
19h 36mTPA-MDW
4/22Mon
multi-stopFrontier
5h 44mMDW-TPA
$163
4/23Tue
nonstopFrontier
2h 49mTPA-MDW
4/27Sat
multi-stopFrontier
10h 18mMDW-TPA
$173
4/21Sun
nonstopFrontier
2h 51mTPA-MDW
4/27Sat
multi-stopFrontier
10h 18mMDW-TPA
$212
4/19Fri
multi-stopFrontier
19h 36mTPA-MDW
4/21Sun
multi-stopFrontier
15h 19mMDW-TPA
$223
4/19Fri
multi-stopFrontier
19h 36mTPA-MDW
4/22Mon
nonstopFrontier
2h 45mMDW-TPA
$239
4/21Sun
nonstopFrontier
2h 51mTPA-MDW
4/28Sun
nonstopFrontier
2h 46mMDW-TPA
$250
4/21Sun
multi-stopFrontier
21h 25mTPA-MDW
4/27Sat
multi-stopFrontier
10h 18mMDW-TPA
$256
4/22Mon
nonstopSouthwest
2h 45mTPA-MDW
4/25Thu
multi-stopSouthwest
11h 10mMDW-TPA
$424
4/22Mon
multi-stopSouthwest
5h 05mTPA-MDW
4/25Thu
multi-stopSouthwest
9h 40mMDW-TPA
$433

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Tampa - Chicago Midway Airport Flights

Departure:

Tampa (TPA)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Tampa

Cabin classes:

$67