$105+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
Sep 30 — Oct 71
Round-trip
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 82 days in advance, depart on a Wednesday or Friday and return on a Friday
Cheap flight deals from Midway to Tampa
Cheapest
Best
Last-minute
One-way
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 August 31, 2026.
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 August 31, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sat 10/106:21 am -
1 stop11h 03m
Sat 10/176:29 pm -
1 stop6h 14m
Deal found 8/28![Frontier logo]()
$207
This Southwest deal was found by Cheapflights users on 8/27. 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.
Sat 9/266:05 am -
Nonstop2h 30m
Sat 10/37:35 am -
Nonstop2h 40m
Deal found 8/27![Southwest logo]()
$209
This Frontier deal was found by Cheapflights users on 8/26. 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.
Wed 9/236:25 am -
1 stop11h 06m
Sun 9/277:15 am -
1 stop11h 31m
Deal found 8/26![Frontier logo]()
$211
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:25 am -
1 stop10h 56m
Mon 9/287:15 am -
1 stop11h 36m
Deal found 8/27![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/106:25 am -
1 stop15h 09m
Fri 9/116:00 pm -
1 stop6h 44m
Deal found 8/30![Frontier logo]()
$213
This Priceline deal was found by Cheapflights users on 8/26. 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.
Fri 9/256:25 am -
1 stop4h 39m
Sun 9/276:00 pm -
1 stop6h 44m
Deal found 8/26![Frontier logo]()
$214
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/266:05 am -
Nonstop2h 30m
Tue 11/33:00 pm -
1 stop5h 55m
Deal found 8/26![Southwest logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Sat 10/317:25 am -
1 stop9h 46m
Fri 11/65:57 pm -
1 stop6h 50m
Deal found 8/28![Frontier logo]()
$217
This Frontier deal was found by Cheapflights users on 8/26. 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 11/56:16 am -
1 stop10h 06m
Mon 11/97:08 am -
1 stop11h 39m
Deal found 8/26![Frontier logo]()
$218
This Southwest deal was found by Cheapflights users on 8/27. 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 9/2312:45 pm -
1 stop4h 40m
Wed 9/307:35 am -
Nonstop2h 40m
Deal found 8/27![Southwest logo]()
$219
This Travelocity deal was found by Cheapflights users on 8/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:21 am -
1 stop9h 53m
Mon 10/125:57 pm -
1 stop6h 46m
Deal found 8/28![Frontier logo]()
$220
Best flights from Midway to TampaDiscover carefully curated flight deals from Midway to Tampa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
Discover carefully curated flight deals from Midway to Tampa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 31, 2026.
This Southwest deal was found by Cheapflights users on 8/27. 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.
Fri 9/187:55 pm -
Nonstop2h 35m
Wed 9/232:05 pm -
1 stop6h 25m
Deal found 8/27![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/126:05 am -
Nonstop2h 30m
Sat 9/196:00 pm -
Nonstop2h 45m
Deal found 8/26![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 8/29. 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.
Sat 9/126:05 am -
Nonstop2h 30m
Sat 10/38:50 am -
1 stop6h 10m
Deal found 8/29![Southwest logo]()
$271
This Southwest deal was found by Cheapflights users on 8/29. 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.
Sat 10/315:25 am -
Nonstop2h 30m
Fri 11/64:35 pm -
Nonstop2h 45m
Deal found 8/29![Southwest logo]()
$276
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/58:00 am -
2 stops7h 55m
Wed 9/92:45 pm -
1 stop5h 00m
Deal found 8/26![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 8/27. 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.
Fri 10/29:00 pm -
Nonstop2h 30m
Sun 10/46:55 am -
Nonstop2h 45m
Deal found 8/27![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 8/29. 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.
Thu 10/16:45 am -
1 stop6h 25m
Sun 10/46:55 am -
Nonstop2h 45m
Deal found 8/29![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 8/30. 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 9/236:05 pm -
Nonstop2h 40m
Wed 10/77:20 am -
Nonstop2h 40m
Deal found 8/30![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 8/28. 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.
Fri 10/99:00 pm -
Nonstop2h 35m
Mon 10/127:50 pm -
Nonstop2h 45m
Deal found 8/28![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 8/29. 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 10/211:00 pm -
1 stop4h 20m
Sun 10/255:25 am -
1 stop5h 50m
Deal found 8/29![Southwest logo]()
$327
Last-minute flights from Midway to TampaDiscover last-minute flight deals from Midway to Tampa. Data last updated August 31, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Tampa. Data last updated August 31, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 9/106:25 am -
1 stop15h 09m
Fri 9/116:00 pm -
1 stop6h 44m
Deal found 8/30![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
Tue 9/156:25 am -
1 stop15h 09m
Sat 9/192:03 pm -
1 stop4h 48m
Deal found 8/26![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 8/26. 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.
Wed 9/236:25 am -
1 stop11h 06m
Sun 9/277:15 am -
1 stop11h 31m
Deal found 8/26![Frontier logo]()
$211
This Southwest deal was found by Cheapflights users on 8/27. 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 9/2312:45 pm -
1 stop4h 40m
Wed 9/307:35 am -
Nonstop2h 40m
Deal found 8/27![Southwest logo]()
$219
This Frontier deal was found by Cheapflights users on 8/28. 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.
Wed 9/236:25 am -
1 stop11h 06m
Mon 10/125:57 pm -
1 stop6h 46m
Deal found 8/28![Frontier logo]()
$220
This Trip.com deal was found by Cheapflights users on 8/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop10h 00m
Mon 9/287:15 am -
1 stop11h 36m
Deal found 8/26![Frontier logo]()
$212
This Priceline deal was found by Cheapflights users on 8/26. 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.
Fri 9/256:25 am -
1 stop4h 39m
Sun 9/276:00 pm -
1 stop6h 44m
Deal found 8/26![Frontier logo]()
$214
This Frontier deal was found by Cheapflights users on 8/28. 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.
Fri 9/256:25 am -
1 stop4h 39m
Mon 10/125:57 pm -
1 stop6h 46m
Deal found 8/28![Frontier logo]()
$223
This Southwest deal was found by Cheapflights users on 8/27. 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.
Sat 9/266:05 am -
Nonstop2h 30m
Sat 10/37:35 am -
Nonstop2h 40m
Deal found 8/27![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sat 9/266:05 am -
Nonstop2h 30m
Tue 11/33:00 pm -
1 stop5h 55m
Deal found 8/26![Southwest logo]()
$215
One-way flights from Midway to TampaSearch for one-way flight options from Midway to Tampa. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
Search for one-way flight options from Midway to Tampa. Find affordable one-way fares based on user searches. Data last updated August 31, 2026.
This Southwest deal was found by Cheapflights users on 8/27. 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.
Tue 9/296:05 pm -
Nonstop2h 40m
Deal found 8/27![Southwest logo]()
$105
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:16 am -
1 stop10h 06m
Deal found 8/27![Frontier logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Tue 9/226:25 am -
1 stop4h 39m
Deal found 8/28![Frontier logo]()
$108
This Frontier deal was found by Cheapflights users on 8/28. 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.
Sat 10/246:21 am -
1 stop5h 12m
Deal found 8/28![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 9/96:25 am -
1 stop28h 14m
Deal found 8/29![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 8/27. 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.
Tue 10/131:05 pm -
1 stop5h 10m
Deal found 8/27![Southwest logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/286:16 am -
1 stop10h 55m
Deal found 8/28![Frontier logo]()
$116
This Frontier deal was found by Cheapflights users on 8/28. 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.
Sat 10/317:25 am -
1 stop9h 46m
Deal found 8/28![Frontier logo]()
$117
This Southwest deal was found by Cheapflights users on 8/28. 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.
Fri 9/257:55 pm -
Nonstop2h 35m
Deal found 8/28![Southwest logo]()
$118
This CheapOair deal was found by Cheapflights users on 8/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop9h 53m
Deal found 8/29![Frontier logo]()
$119
This Trip.com deal was found by Cheapflights users on 8/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:05 am -
1 stop17h 30m
Deal found 8/26![Frontier logo]()
$121
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 August 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $207 (Kiwi.com) |
One-way from | $105 (Southwest) |
Popular in | June |
Cheapest in | September |
Average price | $331 |
Good round-trip deal | $281 or less |
Good one-way deal | $154 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 7,457,451 searches. Data last updated August 31, 2026.
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
Cheapest round-trip
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Fri 9/18
7:55 pm-11:30 pm
Nonstop2h 35m
Tampa
Wed 9/23
2:05 pm-7:30 pm
1 stop6h 25m
$232
Quickest round-trip
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Sat 9/12
6:05 am-9:35 am
Nonstop2h 30m
Tampa
Sat 9/19
6:00 pm-7:45 pm
Nonstop2h 45m
$235
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Sat 9/12
6:05 am-9:35 am
Nonstop2h 30m
Tampa
Sat 10/3
8:50 am-2:00 pm
1 stop6h 10m
$271
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Sat 10/31
5:25 am-8:55 am
Nonstop2h 30m
Tampa
Fri 11/6
4:35 pm-6:20 pm
Nonstop2h 45m
$276
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Sat 9/5
8:00 am-4:55 pm
2 stops7h 55m
Tampa
Wed 9/9
2:45 pm-6:45 pm
1 stop5h 00m
$286
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Fri 10/2
9:00 pm-12:30 am
Nonstop2h 30m
Tampa
Sun 10/4
6:55 am-8:40 am
Nonstop2h 45m
$300
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Thu 10/1
6:45 am-2:10 pm
1 stop6h 25m
Tampa
Sun 10/4
6:55 am-8:40 am
Nonstop2h 45m
$301
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Wed 9/23
6:05 pm-9:45 pm
Nonstop2h 40m
Tampa
Wed 10/7
7:20 am-9:00 am
Nonstop2h 40m
$327
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Fri 10/9
9:00 pm-12:35 am
Nonstop2h 35m
Tampa
Mon 10/12
7:50 pm-9:35 pm
Nonstop2h 45m
$327
ChicagoTampa
MDW Chicago Midway - TPA Tampa
MDWTPA
Chicago Midway
Wed 10/21
1:00 pm-6:20 pm
1 stop4h 20m
Tampa
Sun 10/25
5:25 am-10:15 am
1 stop5h 50m
$327
Showing 1-10 of 22 resultsSorted by cheapest first
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Tampa flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Tampa flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
MDW-TPA
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?
The best time to book flights from Chicago Midway Airport to Tampa is 81 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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Tampa (average of $171). Flying from Chicago Midway Airport to Tampa in June is currently the most expensive (average of $391). 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 August 31, 2026.
It’s typically best to fly out from Chicago Midway Airport to Tampa in the afternoon. Doing so could potentially save you 13% on the flight price compared to flying at noon, 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 August 29, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Tampa flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday 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 19% of weekly flights between Chicago and Tampa have experienced delays in the past year, with the average delay time being 125 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?
Wednesday 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, Southwest have had the lowest number of delays on this route, with just 19% 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
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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 August 31, 2026.
Get a feel of what it's like to fly with Southwest 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.
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
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
Saint Pete Beach
Lakewood Ranch
Tarpon Springs
Brandon
Spring Hill
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Seminole
Treasure Island
Ruskin
Dunedin
Zephyrhills
Largo
Safety Harbor
Anna Maria
Pinellas Park
Crystal River
Plant City
Holmes Beach
Madeira Beach
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Top 2 airlines flying from Midway to Tampa
Discover the top 2 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 7,457,451 searches. Data last updated August 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$172 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$363 | FlexibilityNo cancel fee | On-time63% |