What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from Chicago Midway to Tampa?

Frontier and Southwest are the most popular carriers operating from Chicago Midway to Tampa

What is the most punctual flight time for Chicago to Tampa flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How many flights depart from Chicago Midway Airport to Tampa on average per week?

26 flights are operational weekly from Chicago Midway Airport to Tampa as of January 2026. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.

How often are flights from Chicago to Tampa delayed?

Historically, on average around 18% of flights between Chicago and Tampa have experienced a delay on any given week. The average delay length over the past 12 months has been 129 minutes.

What airlines fly to Tampa?

Southwest, Frontier and Spirit Airlines are the top three most popular airlines that fly to Tampa from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Tampa. Keep in mind that there are 4 different airlines that fly to Tampa on a routine basis, so you have a few additional options to choose from.

Which airline has the best punctuality record on Chicago to Tampa flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

How many flights depart from Chicago Midway Airport to Tampa on average per day?

The number of flights available between Chicago Midway Airport and Tampa is 3 per day as of January 2026. The most frequent departure time is 1:00PM, with 61% of daily flights leaving in the afternoon.

When did momondo last update prices for flights from Chicago Midway Airport to Tampa Airport?

Prices for flights from Chicago Midway Airport to Tampa Airport refresh daily.

How many operators does momondo search for flights from Chicago Midway Airport to Tampa Airport?

There are 2 operators available for flights from Chicago Midway Airport to Tampa Airport as of January 2026.

How old do you have to be to fly from Chicago Midway Airport to Tampa Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Tampa Airport.

What documentation or ID do you need to fly to Tampa Airport?

The necessary travel and health documents for your Tampa Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$60 Cheap Flights from Chicago Midway Airport to Tampa in 2026

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Find the cheapest flights from Chicago Midway Airport to Tampa

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 11:57 am

MDW

TPA

4h 57m

1 stop

1:15 pm - 9:39 pm

TPA

MDW

9h 24m

1 stop

$138Frontier

Sat, Feb 21 - Sat, Feb 28

6:15 am - 12:25 am

MDW

TPA

17h 10m

1 stop

5:55 am - 4:16 pm

TPA

MDW

11h 21m

1 stop

$141Frontier

Wed, Feb 11 - Thu, Feb 26

7:00 am - 8:47 pm

MDW

TPA

12h 47m

1 stop

1:15 pm - 9:39 pm

TPA

MDW

9h 24m

1 stop

$147Frontier

Wed, Feb 25 - Sat, Feb 28

6:00 am - 6:26 pm

MDW

TPA

11h 26m

1 stop

9:53 am - 9:12 pm

TPA

MDW

12h 19m

1 stop

$148Frontier

Mon, Feb 23 - Thu, Feb 26

6:00 am - 12:26 am

MDW

TPA

17h 26m

1 stop

5:30 am - 8:54 pm

TPA

MDW

16h 24m

1 stop

$150Frontier

Tue, Mar 17 - Tue, Mar 24

6:00 am - 11:57 am

MDW

TPA

4h 57m

1 stop

5:25 am - 7:47 pm

TPA

MDW

15h 22m

1 stop

$152Frontier

Sat, Feb 21 - Mon, Mar 2

7:53 pm - 11:57 am

MDW

TPA

15h 04m

1 stop

1:17 pm - 10:29 pm

TPA

MDW

10h 12m

1 stop

$153Frontier

Fri, Feb 27 - Thu, Mar 5

2:41 pm - 9:26 pm

MDW

TPA

5h 45m

1 stop

10:24 pm - 8:54 pm

TPA

MDW

23h 30m

1 stop

$154Frontier

Fri, Mar 13 - Mon, Mar 16

2:19 pm - 12:25 am

MDW

TPA

9h 06m

1 stop

1:15 pm - 9:39 pm

TPA

MDW

9h 24m

1 stop

$155Frontier

Mon, Feb 23 - Sat, Feb 28

5:01 pm - 8:20 am

MDW

TPA

14h 19m

2 stops

6:00 am - 11:27 am

TPA

MDW

6h 27m

1 stop

$156Multiple Airlines

Mon, Feb 9 - Thu, Feb 12

Frontier flights from Chicago Midway Airport to Tampa

Our best Frontier deals on Chicago Midway Airport to Tampa flight tickets

Frontier

Feb 4

MDW1:20 pmChicago Midway

5h 41m

1 stop

TPA8:01 pmTampa

Feb 10

TPA6:15 amTampa

13h 52m

1 stop

MDW7:07 pmChicago Midway

$130

Frontier

Feb 4

MDW1:20 pmChicago Midway

5h 41m

1 stop

TPA8:01 pmTampa

Feb 5

TPA5:45 amTampa

7h 00m

1 stop

MDW11:45 amChicago Midway

$133

Frontier

Feb 4

MDW1:20 pmChicago Midway

5h 41m

1 stop

TPA8:01 pmTampa

Feb 18

TPA6:15 amTampa

13h 52m

1 stop

MDW7:07 pmChicago Midway

$135

Southwest flights from Chicago Midway Airport to Tampa

Our best Southwest deals on Chicago Midway Airport to Tampa flight tickets

Southwest

Mar 7

MDW4:45 pmChicago Midway

2h 35m

TPA8:20 pmTampa

Mar 11

TPA4:00 pmTampa

2h 50m

MDW5:50 pmChicago Midway

$157

Southwest

Mar 3

MDW5:40 pmChicago Midway

2h 35m

TPA9:15 pmTampa

Mar 11

TPA7:00 amTampa

2h 50m

MDW8:50 amChicago Midway

$168

Southwest

Feb 24

MDW5:40 pmChicago Midway

2h 35m

TPA9:15 pmTampa

Mar 11

TPA4:00 pmTampa

2h 50m

MDW5:50 pmChicago Midway

$177

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 2/21

6:00 am-11:57 am

1 stop4h 57m

Tampa

Sat 2/28

1:15 pm-9:39 pm

1 stop9h 24m

$138

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 2/11

6:15 am-12:25 am

1 stop17h 10m

Tampa

Thu 2/26

5:55 am-4:16 pm

1 stop11h 21m

$141

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 2/25

7:00 am-8:47 pm

1 stop12h 47m

Tampa

Sat 2/28

1:15 pm-9:39 pm

1 stop9h 24m

$147

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 2/23

6:00 am-6:26 pm

1 stop11h 26m

Tampa

Thu 2/26

9:53 am-9:12 pm

1 stop12h 19m

$148

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Tue 3/17

6:00 am-12:26 am

1 stop17h 26m

Tampa

Tue 3/24

5:30 am-8:54 pm

1 stop16h 24m

$150

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 2/21

6:00 am-11:57 am

1 stop4h 57m

Tampa

Mon 3/2

5:25 am-7:47 pm

1 stop15h 22m

$152

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 2/27

7:53 pm-11:57 am

1 stop15h 04m

Tampa

Thu 3/5

1:17 pm-10:29 pm

1 stop10h 12m

$153

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 3/13

2:41 pm-9:26 pm

1 stop5h 45m

Tampa

Mon 3/16

10:24 pm-8:54 pm

1 stop23h 30m

$154

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 2/23

2:19 pm-12:25 am

1 stop9h 06m

Tampa

Sat 2/28

1:15 pm-9:39 pm

1 stop9h 24m

$155

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 2/9

5:01 pm-8:20 am

2 stops14h 19m

Tampa

Thu 2/12

6:00 am-11:27 am

1 stop6h 27m

$156

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Tampa

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Tampa?

The month of September is, on average, the cheapest month to fly to Tampa from Chicago Midway Airport, with most prices found around $157. If you aren’t able to travel to Tampa during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $157.

What is the cheapest day to depart on your flight to Tampa?

The cheapest day to depart from Chicago Midway Airport to Tampa is on a Wednesday. Travelers who choose to depart for Tampa on a Wednesday will often find tickets for as low as $224. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Tampa on Monday is $268.

What is the cheapest time of day to depart on your flight to Tampa?

The cheapest time of day to fly to Tampa is in the evening when flights can be purchased for as low as $208. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $281 on average. Flights to Tampa from Chicago Midway Airport at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Chicago Midway to Tampa flight route?

Fly from Chicago Midway to Tampa for the best Chicago Midway - Tampa flight prices

How far in advance should I book a flight to Tampa?

You are more likely to see cheaper flights to Tampa from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Tampa for around $278 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Tampa from Chicago Midway Airport for as low as $189 on momondo.

What cabin class options are available on Chicago Midway to Tampa flights?

There is only 1 cabin class available to choose from on Chicago Midway to Tampa flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Tampa flights?

You could potentially save up to 25% on your flight if you consider stops on a Chicago Midway Airport to Tampa flight.

How have Chicago Midway Airport to Tampa flight prices changed over time?

As of January 2026, prices for Chicago Midway Airport to Tampa flights are approximately 38% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Tampa

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Tampa according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Tampa (MDW to TPA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Tampa

Best Price Found	$154
Fastest flight time	2h 30m
Direct flights	Every day
Airports in Tampa	1 airport

The best one-way flight to Tampa from Chicago Midway Airport in the past 72 hours is $154. The best round-trip flight deal from Chicago Midway Airport to Tampa found on momondo in the last 72 hours is $282.

The fastest flight from Chicago Midway Airport to Tampa takes 2h 30m

Direct flights go from Chicago Midway Airport to Tampa every day.

There is 1 airport in Tampa. From Chicago Midway Airport there are direct flights to Tampa (TPA).

Search flight deals

How far is Chicago Midway to Tampa by plane?
The straight-line distance from Chicago Midway to Tampa is 1000.5 mi. 2h 30m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago Midway Airport to Tampa Airport?
Prices for flights from Chicago Midway Airport to Tampa Airport refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Tampa Airport?
There are 2 operators available for flights from Chicago Midway Airport to Tampa Airport as of January 2026.
How old do you have to be to fly from Chicago Midway Airport to Tampa Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Tampa Airport.
What documentation or ID do you need to fly to Tampa Airport?
The necessary travel and health documents for your Tampa Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Tampa?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Tampa is Boeing 737 MAX 8 (21.59% of total bookings). The next most popular plane models are Boeing 737-800 (14.10%), Airbus A321neo (12.83%), and Boeing 737-800 Passenger/BBJ2 (winglets) (9.09%).
What is the most popular airline from Chicago Midway Airport to Tampa?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Tampa is Southwest, representing 58% of all bookings. The subsequent popular airline is Frontier at 42%.

Best airlines flying from Chicago Midway Airport to Tampa

Compare and see reviews for airlines that fly from Chicago Midway Airport to Tampa with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $71	Free Cancellation	Rating 5.7 3,056 reviews		Search Frontier flights
Southwest	PriceFrom $178	Free Cancellation	Rating 8.0 4,267 reviews		Search Southwest flights

Southwest Flights From Chicago Midway Airport to Tampa
The lowest priced Southwest flight from Chicago Midway Airport to Tampa from the last 72 hours was $178. Generally, Southwest has 26 flights on this route every week with an average price of $349. Southwest is rated 8.0/10 by our users.

Clearwater Beach

Clearwater

St. Petersburg

Saint Pete Beach

Bradenton

Anna Maria

Longboat Key

Treasure Island

Madeira Beach

Tarpon Springs

Brandon

Largo

Crystal River

Cedar Key

Wesley Chapel

Dunedin

Bradenton Beach

Holmes Beach

Indian Rocks Beach

New Port Richey

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Tampa?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Tampa from Chicago.

Can I find flights from Chicago to Tampa with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Tampa from Chicago with this policy.

How can momondo help me find flights from Chicago to Tampa?

momondo provides multiple filters to help you find the best flight to Tampa from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Tampa right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Tampa from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Cheap flights from Chicago Midway Airport to Tampa from $63

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Tampa departing on 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Chicago Midway Airport to Tampa

Our best Frontier deals on Chicago Midway Airport to Tampa flight tickets

Southwest flights from Chicago Midway Airport to Tampa

Our best Southwest deals on Chicago Midway Airport to Tampa flight tickets

momondo Fare Finder

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

See travel insights to Tampa from

How to get the cheapest flight ticket from Chicago Midway Airport to Tampa

What is the cheapest month to fly to Tampa?

What is the cheapest day to depart on your flight to Tampa?

What is the cheapest time of day to depart on your flight to Tampa?

What is the cheapest Chicago Midway to Tampa flight route?

Fly from Chicago Midway to Tampa for the best Chicago Midway - Tampa flight prices

How far in advance should I book a flight to Tampa?

What cabin class options are available on Chicago Midway to Tampa flights?

There is only 1 cabin class available to choose from on Chicago Midway to Tampa flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Tampa flights?

You could potentially save up to 25% on your flight if you consider stops on a Chicago Midway Airport to Tampa flight.

How have Chicago Midway Airport to Tampa flight prices changed over time?

As of January 2026, prices for Chicago Midway Airport to Tampa flights are approximately 38% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago Midway to Tampa?

Frontier and Southwest are the most popular carriers operating from Chicago Midway to Tampa

What airlines fly to Tampa?

How often are flights from Chicago to Tampa delayed?

Historically, on average around 18% of flights between Chicago and Tampa have experienced a delay on any given week. The average delay length over the past 12 months has been 129 minutes.

What is the most punctual flight time for Chicago to Tampa flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Tampa flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

How many flights depart from Chicago Midway Airport to Tampa on average per day?

The number of flights available between Chicago Midway Airport and Tampa is 3 per day as of January 2026. The most frequent departure time is 1:00PM, with 61% of daily flights leaving in the afternoon.

How many flights depart from Chicago Midway Airport to Tampa on average per week?

26 flights are operational weekly from Chicago Midway Airport to Tampa as of January 2026. The most popular departure day for this route is Mon, with 19% of flights per week taking off on this day.

When to book flights from Chicago Midway Airport to Tampa

Cheap Chicago Midway Airport to Tampa (MDW to TPA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Tampa

Best Price Found

Fastest flight time

Direct flights

Airports in Tampa

How far is Chicago Midway to Tampa by plane?

When did momondo last update prices for flights from Chicago Midway Airport to Tampa Airport?

How many operators does momondo search for flights from Chicago Midway Airport to Tampa Airport?

How old do you have to be to fly from Chicago Midway Airport to Tampa Airport?

What documentation or ID do you need to fly to Tampa Airport?

What is the most popular plane model from Chicago Midway Airport to Tampa?

What is the most popular airline from Chicago Midway Airport to Tampa?

Best airlines flying from Chicago Midway Airport to Tampa

Compare and see reviews for airlines that fly from Chicago Midway Airport to Tampa with momondo

Southwest Flights From Chicago Midway Airport to Tampa

Traveling to a place near Tampa?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Tampa?

Can I find flights from Chicago to Tampa with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Tampa?

I’m not ready to book a flight from Chicago to Tampa right now. Can momondo alert me if prices change?

An easier way to manage your Tampa trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida