Use the 'L' train for a cheap and quick 30-minute ride to MDW from downtown Chicago.
$65+ Cheap flights from Midway (MDW) to Tampa (TPA)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
Jan 17 — Jan 241
1 adult, Economy
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Find cheap flights from Midway to Tampa with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Tampa are usually found in September or October, booked 48 days in advance, depart on a Friday or Thursday and return on a Friday
Cheap flight deals from Midway to Tampa
Cheapest flights from Midway to TampaExplore the most affordable flight options available from Midway to Tampa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.
Explore the most affordable flight options available from Midway to Tampa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:29 pmMDW - TPA
1 stop5h 10mDelta
Tue 1/64:56 pmTPA - MDW
1 stop6h 11mDelta
Deal found 12/17![Delta logo]()
$197
This Priceline deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:49 pmMDW - TPA
1 stop7h 40mFrontier
Tue 1/206:30 amTPA - MDW
1 stop6h 35mFrontier
Deal found 12/16![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:12 amMDW - TPA
2 stops12h 56mMultiple Airlines
Tue 1/67:18 amTPA - MDW
1 stop15h 59mMultiple Airlines
Deal found 12/16![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmMDW - TPA
2 stops24h 58mMultiple Airlines
Mon 1/57:55 pmTPA - MDW
1 stop27h 22mMultiple Airlines
Deal found 12/17![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:12 amMDW - TPA
1 stop17h 14mMultiple Airlines
Wed 12/318:31 amTPA - MDW
2 stops14h 41mMultiple Airlines
Deal found 12/15![Multiple Airlines logo]()
$256
This Frontier deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:33 pmMDW - TPA
1 stop4h 53mFrontier
Wed 12/3111:48 amTPA - MDW
1 stop11h 24mFrontier
Deal found 12/16![Frontier logo]()
$258
This Southwest deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 pmMDW - TPA
Nonstop2h 35mSouthwest
Wed 1/71:40 pmTPA - MDW
1 stop7h 25mSouthwest
Deal found 12/15![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:25 pmMDW - TPA
1 stop5h 20mSouthwest
Thu 12/254:30 pmTPA - MDW
Nonstop2h 45mSouthwest
Deal found 12/17![Southwest logo]()
$272
Find flight deals from Midway to Tampa
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Tampa (TPA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $128 (Frontier) |
One-way from | $65 (CheapOair) |
Popular in | December |
Cheapest in | September |
Average price | $560 |
Good round-trip deal | $329 or less |
Good one-way deal | $169 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 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
Midway
Fly to
Tampa
Route
Depart
Return
Price
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 2/3
5:40 pm-9:15 pm
Nonstop2h 35m
Tampa
Tue 2/17
7:00 pm-10:30 pm
1 stop4h 30m
$161
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 1/13
10:15 am-5:45 pm
2 stops6h 30m
Tampa
Tue 1/20
4:25 pm-10:55 pm
2 stops7h 30m
$181
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Thu 1/1
12:25 pm-5:45 pm
1 stop4h 20m
Tampa
Tue 1/6
1:45 pm-8:05 pm
1 stop7h 20m
$184
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sun 1/18
1:25 pm-8:15 pm
1 stop5h 50m
Tampa
Thu 1/22
4:45 pm-6:35 pm
Nonstop2h 50m
$184
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Mon 2/2
5:40 pm-9:15 pm
Nonstop2h 35m
Tampa
Thu 2/5
6:50 am-11:00 am
1 stop5h 10m
$192
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sat 1/24
12:50 pm-4:25 pm
Nonstop2h 35m
Tampa
Thu 1/29
2:40 pm-7:00 pm
1 stop5h 20m
$196
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sat 1/17
6:45 am-2:47 pm
1 stop7h 02m
Tampa
Sun 1/18
5:30 am-10:27 am
1 stop5h 57m
$197
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 12/31
3:29 pm-9:39 pm
1 stop5h 10m
Tampa
Tue 1/6
4:56 pm-10:07 pm
1 stop6h 11m
$197
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sun 1/11
9:35 am-2:45 pm
1 stop4h 10m
Tampa
Mon 1/12
8:10 am-12:30 pm
1 stop5h 20m
$211
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Thu 1/8
1:25 pm-5:00 pm
Nonstop2h 35m
Tampa
Sun 1/11
6:40 am-8:25 am
Nonstop2h 45m
$215
Showing 1-10 of 16 results
Compare providers for flights from Midway to Tampa
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Tampa in December.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Tampa flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago Midway Airport-Tampa flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Tampa flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Tampa flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Tampa flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Tampa
Have a flexible travel schedule? Discover the best time to fly to Tampa from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Tampa
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Tampa?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Tampa. Price data was last updated on December 12, 2025.
The best time to book flights from Chicago Midway Airport to Tampa is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Chicago Midway Airport to Tampa?
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $56). Flying from Chicago Midway Airport to Tampa in June is currently the most expensive (average of $167). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to TPA?
Find hourly flight availability from Midway to Tampa. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.
It’s typically best to fly out from Chicago Midway Airport to Tampa in the afternoon. Doing so could potentially save you 30% on the flight price compared to flying in the evening, which is usually more expensive.
What is the cheapest day to fly from Chicago Midway Airport to Tampa?
Use this chart to determine the cheapest time to fly round-trip from Midway to Tampa. Price data was last updated on December 13, 2025.
Travelers seeking maximum savings on their Chicago Midway Airport to Tampa flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Tampa delayed?
About 17% of weekly flights between Chicago and Tampa have experienced delays in the past year, with the average delay time being 129 minutes.
What is the most punctual flight time for Chicago to Tampa flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Tampa flights?
Over the last year, Frontier have had the lowest number of delays on this route, with just 16% of flights being delayed.
The best insider tips for Chicago Midway Airport to Tampa flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Tampa trip
Reviews of airlines servicing Tampa
Get insights into the airlines that provide service to Tampa. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Tampa. Reviews last updated December 18, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Frontier from Chicago Midway Airport to Tampa by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Overall
7.9
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Tampa. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Tampa?
Book flights to Tampa if you plan to visit one of these locationsSt. Petersburg
Tarpon Springs
Spring Hill
Saint Pete Beach
Largo
Wesley Chapel
Seminole
Oldsmar
Holmes Beach
Ruskin
Dunedin
Safety Harbor
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Treasure Island
Zephyrhills
Anna Maria
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New Port Richey
Port Richey
Pinellas Park
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Alternative routes for Midway to Tampa
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to Tampa
Discover the top 3 airlines that operate flights from Midway to Tampa. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$245 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$369 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$282 | FlexibilityNo cancel fee | On-timeN/A |