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Cheap flights from Chicago Midway Airport to Tampa from $60

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 9/28. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to Tampa

Cheap round-trip flights

Frontier Logo
5:20 am - 8:55 amMDW-TPA
2h 35mnonstop
Frontier Logo
10:41 pm - 12:30 amTPA-MDW
2h 49mnonstop
$104Frontier
Find Deal
Sun, Oct 26 - Sun, Nov 2
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
Frontier Logo
10:52 am - 12:41 pmTPA-MDW
2h 49mnonstop
$105Frontier
Find Deal
Fri, Sep 26 - Mon, Sep 29
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$106Frontier
Find Deal
Fri, Sep 19 - Mon, Sep 22
Frontier Logo
6:21 am - 9:57 amMDW-TPA
2h 36mnonstop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$109Frontier
Find Deal
Mon, Sep 8 - Mon, Sep 15
Frontier Logo
5:15 pm - 11:33 pmMDW-TPA
5h 18m1 stop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$110Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
Frontier Logo
5:15 pm - 11:33 pmMDW-TPA
5h 18m1 stop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$111Frontier
Find Deal
Fri, Sep 19 - Mon, Sep 22
Frontier Logo
4:56 pm - 11:33 pmMDW-TPA
5h 37m1 stop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$112Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
4:56 pm - 11:33 pmMDW-TPA
5h 37m1 stop
Frontier Logo
10:55 am - 12:44 pmTPA-MDW
2h 49mnonstop
$113Frontier
Find Deal
Thu, Sep 18 - Sun, Sep 21
Logo
6:20 am - 12:14 pmMDW-TPA
4h 54m1 stop
Logo
7:19 pm - 11:17 pmTPA-MDW
4h 58m1 stop
$155
Find Deal
Thu, Sep 18 - Sat, Sep 20
Southwest Logo
5:30 pm - 9:05 pmMDW-TPA
2h 35mnonstop
Southwest Logo
6:55 am - 8:35 amTPA-MDW
2h 40mnonstop
$157Southwest
Find Deal
Sat, Sep 27 - Wed, Oct 8

Frontier flights from Chicago Midway Airport to Tampa

Our best Frontier deals on Chicago Midway Airport to Tampa flight tickets
Frontier
Oct 26
MDW5:20 amChicago Midway
2h 35m
TPA8:55 amTampa
Nov 2
TPA10:41 pmTampa
2h 49m
MDW12:30 amChicago Midway
$104
Find similar
Frontier
Sep 26
MDW6:21 amChicago Midway
2h 36m
TPA9:57 amTampa
Sep 29
TPA10:52 amTampa
2h 49m
MDW12:41 pmChicago Midway
$105
Find similar
Frontier
Sep 19
MDW6:21 amChicago Midway
2h 36m
TPA9:57 amTampa
Sep 22
TPA10:55 amTampa
2h 49m
MDW12:44 pmChicago Midway
$106
Find similar

Southwest flights from Chicago Midway Airport to Tampa

Our best Southwest deals on Chicago Midway Airport to Tampa flight tickets
Southwest
Sep 27
MDW5:30 pmChicago Midway
2h 35m
TPA9:05 pmTampa
Oct 8
TPA6:55 amTampa
2h 40m
MDW8:35 amChicago Midway
$157
Find similar
Southwest
Sep 4
MDW8:05 pmChicago Midway
2h 35m
TPA11:40 pmTampa
Sep 9
TPA7:15 amTampa
2h 40m
MDW8:55 amChicago Midway
$246
Find similar
Southwest
Sep 4
MDW5:40 amChicago Midway
4h 45m
1 stop
TPA11:25 amTampa
Sep 13
TPA4:45 pmTampa
2h 45m
MDW6:30 pmChicago Midway
$256
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 August 28, 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

Sun 10/26

5:20 am-8:55 am

Nonstop2h 35m

Tampa

Sun 11/2

10:41 pm-12:30 am

Nonstop2h 49m

$104

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/26

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Mon 9/29

10:52 am-12:41 pm

Nonstop2h 49m

$105

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/19

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Mon 9/22

10:55 am-12:44 pm

Nonstop2h 49m

$106

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Mon 9/8

6:21 am-9:57 am

Nonstop2h 36m

Tampa

Mon 9/15

10:55 am-12:44 pm

Nonstop2h 49m

$109

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/26

5:15 pm-11:33 pm

1 stop5h 18m

Tampa

Sun 9/28

10:55 am-12:44 pm

Nonstop2h 49m

$110

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Fri 9/19

5:15 pm-11:33 pm

1 stop5h 18m

Tampa

Mon 9/22

10:55 am-12:44 pm

Nonstop2h 49m

$111

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 9/11

4:56 pm-11:33 pm

1 stop5h 37m

Tampa

Mon 9/15

10:55 am-12:44 pm

Nonstop2h 49m

$112

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 9/18

4:56 pm-11:33 pm

1 stop5h 37m

Tampa

Sun 9/21

10:55 am-12:44 pm

Nonstop2h 49m

$113

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Thu 9/18

6:20 am-12:14 pm

1 stop4h 54m

Tampa

Sat 9/20

7:19 pm-11:17 pm

1 stop4h 58m

$155

ChicagoTampa

MDW - TPA

MDWTPA

Chicago Midway

Sat 9/27

5:30 pm-9:05 pm

Nonstop2h 35m

Tampa

Wed 10/8

6:55 am-8:35 am

Nonstop2h 40m

$157

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 $165. 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 $223.

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 $217. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Tampa on Sunday is $269.

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 $198. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $284 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 $292 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 $141 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.

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

As of August 2025, prices for Chicago Midway Airport to Tampa flights are approximately 24% 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

$98

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 $98. The best round-trip flight deal from Chicago Midway Airport to Tampa found on momondo in the last 72 hours is $114.
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 near Tampa: 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 34m 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 $82Free CancellationRating
5.8
3,204 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $104Free CancellationRating
6.3
8,028 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $176Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
7.9
7,977 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 $176. Generally, Southwest has 20 flights on this route every week with an average price of $362. Southwest is rated 8.0/10 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
Bradenton
Saint Pete Beach
Anna Maria
Treasure Island
Longboat Key
Largo
Madeira Beach
Tarpon Springs
Brandon
Crystal River
Dunedin
Wesley Chapel
New Port Richey
Spring Hill
Port Richey
Bradenton Beach
Cedar Key

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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