$74+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — TPA
May 18 — May 251
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 13 days in advance, depart on a Thursday or Friday and return on a Friday
Cheap flight deals from Midway to Tampa
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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 April 18, 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 April 18, 2026.
This Frontier deal was found by Cheapflights users on 4/13. 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.
Mon 5/46:00 am
MDW
- TPA
1 stop4h 50m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/13![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Mon 6/86:00 am
MDW
- TPA
1 stop11h 51m
Frontier
Wed 6/172:25 pm
TPA
- MDW
1 stop8h 46m
Frontier
Deal found 4/13![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Mon 4/272:15 pm
MDW
- TPA
1 stop9h 11m
Multiple Airlines
Thu 4/306:02 pm
TPA
- MDW
1 stop5h 17m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$143
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Tue 5/125:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$144
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Fri 5/85:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/286:10 am
MDW
- TPA
1 stop9h 47m
Multiple Airlines
Fri 5/19:02 am
TPA
- MDW
1 stop11h 29m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Wed 4/292:15 pm
MDW
- TPA
1 stop9h 11m
Frontier
Thu 4/308:44 am
TPA
- MDW
1 stop11h 47m
Frontier
Deal found 4/15![Frontier logo]()
$149
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/14![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 6/312:04 pm
MDW
- TPA
1 stop5h 47m
Frontier
Wed 6/102:25 pm
TPA
- MDW
1 stop8h 46m
Frontier
Deal found 4/13![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Tue 5/512:24 pm
MDW
- TPA
1 stop8h 03m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/15![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/166:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Tue 5/195:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$154
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 April 18, 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 April 18, 2026.
This Delta deal was found by Cheapflights users on 4/14. 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.
Fri 5/86:23 am
MDW
- TPA
1 stop5h 17m
Delta
Sun 5/105:26 am
TPA
- MDW
1 stop5h 34m
Delta
Deal found 4/14![Delta logo]()
$167
This Southwest deal was found by Cheapflights users on 4/17. 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 6/39:20 am
MDW
- TPA
Nonstop2h 35m
Southwest
Sat 6/63:05 pm
TPA
- MDW
1 stop5h 30m
Southwest
Deal found 4/17![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:11 pm
MDW
- TPA
1 stop6h 20m
Delta
Tue 6/305:20 am
TPA
- MDW
1 stop5h 47m
Delta
Deal found 4/15![Delta logo]()
$167
This Southwest deal was found by Cheapflights users on 4/14. 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 5/68:15 am
MDW
- TPA
1 stop6h 15m
Southwest
Mon 5/113:55 pm
TPA
- MDW
1 stop5h 40m
Southwest
Deal found 4/14![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/17. 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.
Mon 5/188:30 pm
MDW
- TPA
Nonstop2h 35m
Southwest
Sat 5/236:55 am
TPA
- MDW
Nonstop2h 45m
Southwest
Deal found 4/17![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 4/14. 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.
Mon 6/18:30 pm
MDW
- TPA
Nonstop2h 35m
Southwest
Mon 6/88:45 pm
TPA
- MDW
1 stop4h 30m
Southwest
Deal found 4/14![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/112:52 pm
MDW
- TPA
1 stop4h 58m
Delta
Mon 5/46:55 pm
TPA
- MDW
1 stop4h 33m
Delta
Deal found 4/15![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:30 am
MDW
- TPA
1 stop6h 10m
Delta
Mon 9/76:15 am
TPA
- MDW
1 stop7h 15m
Delta
Deal found 4/15![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 4/17. 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.
Thu 6/48:10 pm
MDW
- TPA
Nonstop2h 35m
Southwest
Mon 6/88:45 pm
TPA
- MDW
1 stop4h 30m
Southwest
Deal found 4/17![Southwest logo]()
$245
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:00 am
MDW
- TPA
1 stop6h 41m
Delta
Mon 9/76:15 am
TPA
- MDW
1 stop7h 15m
Delta
Deal found 4/15![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 4/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:30 am
MDW
- TPA
Nonstop2h 30m
Southwest
Mon 8/245:15 am
TPA
- MDW
Nonstop2h 40m
Southwest
Deal found 4/16![Southwest logo]()
$256
Last-minute flights from Midway to TampaDiscover last-minute flight deals from Midway to Tampa. Data last updated April 18, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Tampa. Data last updated April 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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.
Mon 4/272:15 pm
MDW
- TPA
1 stop9h 11m
Multiple Airlines
Thu 4/306:02 pm
TPA
- MDW
1 stop5h 17m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/286:10 am
MDW
- TPA
1 stop9h 47m
Multiple Airlines
Fri 5/19:02 am
TPA
- MDW
1 stop11h 29m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Wed 4/292:15 pm
MDW
- TPA
1 stop9h 11m
Frontier
Thu 4/308:44 am
TPA
- MDW
1 stop11h 47m
Frontier
Deal found 4/15![Frontier logo]()
$149
This Frontier deal was found by Cheapflights users on 4/13. 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.
Mon 5/46:00 am
MDW
- TPA
1 stop4h 50m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/13![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Tue 5/512:24 pm
MDW
- TPA
1 stop8h 03m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/15![Frontier logo]()
$153
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Tue 5/125:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$144
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Fri 5/85:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$145
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Wed 5/66:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Sat 5/91:25 pm
TPA
- MDW
1 stop9h 37m
Frontier
Deal found 4/14![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 5/96:00 am
MDW
- TPA
1 stop10h 47m
Frontier
Mon 5/1111:51 am
TPA
- MDW
1 stop11h 11m
Frontier
Deal found 4/15![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/166:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Tue 5/195:04 pm
TPA
- MDW
1 stop5h 58m
Frontier
Deal found 4/14![Frontier logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/206:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Tue 5/264:46 pm
TPA
- MDW
1 stop19h 23m
Frontier
Deal found 4/16![Frontier logo]()
$157
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 April 18, 2026.
Search for one-way flight options from Midway to Tampa. Find affordable one-way fares based on user searches. Data last updated April 18, 2026.
This WAYA deal was found by Cheapflights users on 4/13. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/272:15 pm
MDW
- TPA
1 stop9h 11m
Frontier
Deal found 4/13![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/76:00 am
MDW
- TPA
1 stop9h 09m
Frontier
Deal found 4/14![Frontier logo]()
$75
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 6/1612:27 pm
MDW
- TPA
1 stop7h 50m
Frontier
Deal found 4/14![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/27:34 pm
MDW
- TPA
1 stop11h 00m
Frontier
Deal found 4/14![Frontier logo]()
$78
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am
MDW
- TPA
1 stop5h 27m
Delta
Deal found 4/16![Delta logo]()
$84
This Southwest deal was found by Cheapflights users on 4/17. 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 6/39:20 am
MDW
- TPA
Nonstop2h 35m
Southwest
Deal found 4/17![Southwest logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/257:34 pm
MDW
- TPA
1 stop27h 52m
Frontier
Deal found 4/13![Frontier logo]()
$89
This Frontier deal was found by Cheapflights users on 4/14. 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 6/611:59 am
MDW
- TPA
1 stop4h 48m
Frontier
Deal found 4/14![Frontier logo]()
$90
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- TPA
1 stop5h 35m
Frontier
Deal found 4/17![Frontier logo]()
$92
This Trip.com deal was found by Cheapflights users on 4/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:04 pm
MDW
- TPA
1 stop8h 23m
Frontier
Deal found 4/16![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 4/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2311:59 am
MDW
- TPA
1 stop4h 48m
Frontier
Deal found 4/13![Frontier logo]()
$94
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 April 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $140 (Frontier) |
One-way from | $74 (WAYA) |
Popular in | March |
Cheapest in | September |
Average price | $348 |
Good round-trip deal | $306 or less |
Good one-way deal | $186 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 April 18, 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 - TPA
MDWTPA
Chicago Midway
Fri 5/8
6:23 am-12:40 pm
1 stop5h 17m
Tampa
Sun 5/10
5:26 am-10:00 am
1 stop5h 34m
$167
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Tue 6/23
5:11 pm-12:31 am
1 stop6h 20m
Tampa
Tue 6/30
5:20 am-10:07 am
1 stop5h 47m
$167
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 6/3
9:20 am-12:55 pm
Nonstop2h 35m
Tampa
Sat 6/6
3:05 pm-7:35 pm
1 stop5h 30m
$194
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 5/6
8:15 am-3:30 pm
1 stop6h 15m
Tampa
Mon 5/11
3:55 pm-8:35 pm
1 stop5h 40m
$199
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Mon 5/18
8:30 pm-12:05 am
Nonstop2h 35m
Tampa
Sat 5/23
6:55 am-8:40 am
Nonstop2h 45m
$199
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Mon 6/1
8:30 pm-12:05 am
Nonstop2h 35m
Tampa
Mon 6/8
8:45 pm-12:15 am
1 stop4h 30m
$209
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Fri 5/1
12:52 pm-6:50 pm
1 stop4h 58m
Tampa
Mon 5/4
6:55 pm-10:28 pm
1 stop4h 33m
$245
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Thu 6/4
8:10 pm-11:45 pm
Nonstop2h 35m
Tampa
Mon 6/8
8:45 pm-12:15 am
1 stop4h 30m
$245
Quickest round-trip
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 8/19
7:30 am-11:00 am
Nonstop2h 30m
Tampa
Mon 8/24
5:15 am-6:55 am
Nonstop2h 40m
$256
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Thu 9/3
9:30 am-4:40 pm
1 stop6h 10m
Tampa
Mon 9/7
6:15 am-12:30 pm
1 stop7h 15m
$263
Showing 1-10 of 20 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 April.
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Tampa. Price data was last updated on April 10, 2026.
The best time to book flights from Chicago Midway Airport to Tampa is 13 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 $157). Flying from Chicago Midway Airport to Tampa in March is currently the most expensive (average of $374). 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 April 18, 2026.
It’s typically best to fly out from Chicago Midway Airport to Tampa in the afternoon. Doing so could potentially save you 37% 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 April 11, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Tampa flight should consider departing on Thursday afternoons 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 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?
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, 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
Our travel experts
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 April 18, 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.
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
Spring Hill
Tarpon Springs
Saint Pete Beach
Brandon
Seminole
Palm Harbor
Largo
Safety Harbor
Anna Maria
Treasure Island
Wesley Chapel
Ruskin
Zephyrhills
Riverview
New Port Richey
Dunedin
Port Richey
Plant City
Crystal River
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Midway and Tampa flights
Browse other Midway and Tampa flight options. Last updated on April 18, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on April 18, 2026.
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Other flights to Tampa
Explore flights to Tampa departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 18, 2026.
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 2,558,603 searches. Data last updated April 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$70 | Average$164 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$170 | Average$328 | FlexibilityNo cancel fee | On-time63% |