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Cheap flights from Chicago Midway Airport to Tampa from $65

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 1/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Tampa

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:20 pm - 8:01 pm
MDW
-
TPA
5h 41m1 stop
Frontier Logo
6:30 am - 12:05 pm
TPA
-
MDW
6h 35m1 stop
$128Frontier
Tue, Jan 27 - Wed, Jan 28
Frontier Logo
1:20 pm - 8:01 pm
MDW
-
TPA
5h 41m1 stop
Frontier Logo
6:30 am - 12:05 pm
TPA
-
MDW
6h 35m1 stop
$129Frontier
Wed, Jan 21 - Wed, Jan 28
Frontier Logo
8:15 am - 6:50 pm
MDW
-
TPA
9h 35m1 stop
Frontier Logo
5:15 am - 10:34 am
TPA
-
MDW
6h 19m1 stop
$130Frontier
Mon, Jan 5 - Tue, Jan 13
Frontier Logo
8:15 am - 6:48 pm
MDW
-
TPA
9h 33m1 stop
Frontier Logo
6:30 am - 12:05 pm
TPA
-
MDW
6h 35m1 stop
$131Frontier
Fri, Jan 2 - Tue, Jan 20
Frontier Logo
9:38 am - 8:35 pm
MDW
-
TPA
9h 57m1 stop
Frontier Logo
5:45 am - 11:45 am
TPA
-
MDW
7h 00m1 stop
$145Frontier
Sat, Jan 31 - Thu, Feb 5
Frontier Logo
9:38 am - 8:35 pm
MDW
-
TPA
9h 57m1 stop
Frontier Logo
6:13 pm - 10:19 pm
TPA
-
MDW
5h 06m1 stop
$146Frontier
Sat, Jan 24 - Mon, Jan 26
Southwest Logo
7:50 am - 11:30 am
MDW
-
TPA
2h 40mnonstop
Southwest Logo
7:15 am - 9:05 am
TPA
-
MDW
2h 50mnonstop
$151Southwest
Wed, Jan 14 - Wed, Jan 21
Frontier Logo
1:20 pm - 8:01 pm
MDW
-
TPA
5h 41m1 stop
Frontier Logo
6:13 pm - 10:19 pm
TPA
-
MDW
5h 06m1 stop
$152Frontier
Wed, Jan 28 - Mon, Feb 2
Frontier Logo
9:15 am - 10:20 pm
MDW
-
TPA
12h 05m1 stop
Frontier Logo
5:25 am - 7:07 pm
TPA
-
MDW
14h 42m1 stop
$156Frontier
Sat, Feb 14 - Tue, Feb 17
Southwest Logo
10:10 am - 1:50 pm
MDW
-
TPA
2h 40mnonstop
Southwest Logo
6:30 pm - 10:05 pm
TPA
-
MDW
4h 35m1 stop
$161Southwest
Wed, Jan 14 - Tue, Jan 20

Frontier flights from Chicago Midway Airport to Tampa

Our best Frontier deals on Chicago Midway Airport to Tampa flight tickets
Frontier
Jan 27
MDW1:20 pmChicago Midway
5h 41m
1 stop
TPA8:01 pmTampa
Jan 28
TPA6:30 amTampa
6h 35m
1 stop
MDW12:05 pmChicago Midway
$128
Find similar
Frontier
Jan 21
MDW1:20 pmChicago Midway
5h 41m
1 stop
TPA8:01 pmTampa
Jan 28
TPA6:30 amTampa
6h 35m
1 stop
MDW12:05 pmChicago Midway
$129
Find similar
Frontier
Jan 5
MDW8:15 amChicago Midway
9h 35m
1 stop
TPA6:50 pmTampa
Jan 13
TPA5:15 amTampa
6h 19m
1 stop
MDW10:34 amChicago Midway
$130
Find similar

Southwest flights from Chicago Midway Airport to Tampa

Our best Southwest deals on Chicago Midway Airport to Tampa flight tickets
Southwest
Jan 14
MDW7:50 amChicago Midway
2h 40m
TPA11:30 amTampa
Jan 21
TPA7:15 amTampa
2h 50m
MDW9:05 amChicago Midway
$151
Find similar
Southwest
Jan 14
MDW10:10 amChicago Midway
2h 40m
TPA1:50 pmTampa
Jan 20
TPA6:30 pmTampa
4h 35m
1 stop
MDW10:05 pmChicago Midway
$161
Find similar
Southwest
Jan 31
MDW5:35 pmChicago Midway
2h 35m
TPA9:10 pmTampa
Feb 4
TPA10:55 amTampa
2h 45m
MDW12:40 pmChicago Midway
$165
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Tampa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 18, 2025.
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

Tue 1/27

1:20 pm-8:01 pm

1 stop5h 41m

Tampa

Wed 1/28

6:30 am-12:05 pm

1 stop6h 35m

$128

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 1/21

1:20 pm-8:01 pm

1 stop5h 41m

Tampa

Wed 1/28

6:30 am-12:05 pm

1 stop6h 35m

$129

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 1/5

8:15 am-6:50 pm

1 stop9h 35m

Tampa

Tue 1/13

5:15 am-10:34 am

1 stop6h 19m

$130

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 1/2

8:15 am-6:48 pm

1 stop9h 33m

Tampa

Tue 1/20

6:30 am-12:05 pm

1 stop6h 35m

$131

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 1/31

9:38 am-8:35 pm

1 stop9h 57m

Tampa

Thu 2/5

5:45 am-11:45 am

1 stop7h 00m

$145

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 1/24

9:38 am-8:35 pm

1 stop9h 57m

Tampa

Mon 1/26

6:13 pm-10:19 pm

1 stop5h 06m

$146

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 1/14

7:50 am-11:30 am

Nonstop2h 40m

Tampa

Wed 1/21

7:15 am-9:05 am

Nonstop2h 50m

$151

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 1/28

1:20 pm-8:01 pm

1 stop5h 41m

Tampa

Mon 2/2

6:13 pm-10:19 pm

1 stop5h 06m

$152

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 2/14

9:15 am-10:20 pm

1 stop12h 05m

Tampa

Tue 2/17

5:25 am-7:07 pm

1 stop14h 42m

$156

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Wed 1/14

10:10 am-1:50 pm

Nonstop2h 40m

Tampa

Tue 1/20

6:30 pm-10:05 pm

1 stop4h 35m

$161

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Tampa from

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

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 $221. 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 $265.

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 $228. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $285 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 $293 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 $175 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 35% 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 December 2025, prices for Chicago Midway Airport to Tampa flights are approximately 119% 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

$169

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 $169. The best round-trip flight deal from Chicago Midway Airport to Tampa found on momondo in the last 72 hours is $329.
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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $78Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
SouthwestPriceFrom $180Free CancellationRating
7.9
4,249 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
7.9
8,007 reviews
Search Delta 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 $180. Generally, Southwest has 9 flights on this route every week with an average price of $369. Southwest is rated 7.9/10 by our users.

Traveling to a place near Tampa?

Book flights to Tampa if you plan to visit one of these locations
Clearwater Beach
Clearwater
St. Petersburg
Saint Pete Beach
Bradenton
Anna Maria
Treasure Island
Longboat Key
Madeira Beach
Tarpon Springs
Largo
Brandon
Crystal River
Dunedin
Cedar Key
Bradenton Beach
Wesley Chapel
Indian Rocks Beach
Holmes 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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