$239+ Cheap flights from Midway (MDW) to the Turks and Caicos Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PLS
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Turks and Caicos Islands 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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Turks and Caicos Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to Turks and Caicos IslandsExplore the most affordable flight options available from Midway to Turks and Caicos Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
Explore the most affordable flight options available from Midway to Turks and Caicos Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 23, 2026.
This Southwest deal was found by Cheapflights users on 9/20. 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 11/35:20 am -
1 stop7h 25m
Tue 11/102:40 pm -
2 stops16h 00m
Deal found 9/20![Southwest logo]()
$534
This Southwest deal was found by Cheapflights users on 9/20. 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 12/15:20 am -
1 stop7h 25m
Sat 12/53:35 pm -
1 stop7h 05m
Deal found 9/20![Southwest logo]()
$552
This Southwest deal was found by Cheapflights users on 9/21. 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 11/58:25 pm -
2 stops16h 20m
Thu 11/122:40 pm -
2 stops10h 30m
Deal found 9/21![Southwest logo]()
$557
This Southwest deal was found by Cheapflights users on 9/21. 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 10/317:05 am -
1 stop6h 25m
Sat 11/73:35 pm -
1 stop7h 10m
Deal found 9/21![Southwest logo]()
$559
This Southwest deal was found by Cheapflights users on 9/21. 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 11/146:15 pm -
2 stops18h 30m
Sat 11/2112:20 pm -
2 stops13h 05m
Deal found 9/21![Southwest logo]()
$564
This Southwest deal was found by Cheapflights users on 9/20. 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 10/306:15 pm -
2 stops19h 15m
Mon 11/22:40 pm -
2 stops10h 25m
Deal found 9/20![Southwest logo]()
$572
This Southwest deal was found by Cheapflights users on 9/20. 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 12/53:05 pm -
2 stops21h 40m
Sat 12/123:35 pm -
1 stop7h 05m
Deal found 9/20![Southwest logo]()
$576
This Southwest deal was found by Cheapflights users on 9/20. 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 11/138:25 pm -
2 stops17h 10m
Tue 11/172:40 pm -
2 stops16h 00m
Deal found 9/20![Southwest logo]()
$586
This Southwest deal was found by Cheapflights users on 9/21. 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 11/286:35 am -
1 stop6h 45m
Sat 12/53:35 pm -
1 stop7h 05m
Deal found 9/21![Southwest logo]()
$587
This Southwest deal was found by Cheapflights users on 9/22. 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.
Sun 11/18:25 pm -
2 stops16h 20m
Sat 11/73:35 pm -
1 stop7h 10m
Deal found 9/22![Southwest logo]()
$589
Best flights from Midway to Turks and Caicos IslandsDiscover carefully curated flight deals from Midway to Turks and Caicos Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Midway to Turks and Caicos Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This Southwest deal was found by Cheapflights users on 9/21. 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 10/317:05 am -
1 stop6h 25m
Sat 11/73:35 pm -
1 stop7h 10m
Deal found 9/21![Southwest logo]()
$559
This Delta deal was found by Cheapflights users on 9/18. 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 1/86:00 am -
1 stop5h 50m
Wed 1/131:25 pm -
2 stops20h 20m
Deal found 9/18![Delta logo]()
$716
This Southwest deal was found by Cheapflights users on 9/20. 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 2/105:45 am -
1 stop7h 00m
Wed 2/172:40 pm -
1 stop9h 10m
Deal found 9/20![Southwest logo]()
$635
This Delta deal was found by Cheapflights users on 9/21. 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.
Sat 1/166:00 am -
1 stop5h 50m
Sat 1/232:15 pm -
1 stop8h 55m
Deal found 9/21![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 9/21. 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.
Mon 12/146:00 am -
1 stop5h 55m
Fri 12/182:20 pm -
1 stop9h 34m
Deal found 9/21![Delta logo]()
$743
This Southwest deal was found by Cheapflights users on 9/22. 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 2/58:30 pm -
2 stops16h 15m
Wed 2/102:40 pm -
2 stops20h 50m
Deal found 9/22![Southwest logo]()
$769
Last-minute flights from Midway to Turks and Caicos IslandsDiscover last-minute flight deals from Midway to Turks and Caicos Islands. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Turks and Caicos Islands. Data last updated September 23, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 9/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
3 stops25h 05m
Sun 10/411:30 am -
3 stops31h 21m
Deal found 9/21![Multiple Airlines logo]()
$1,209
This Mytrip deal was found by Cheapflights users on 9/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:53 am -
3 stops26h 22m
Mon 11/28:00 am -
3 stops28h 22m
Deal found 9/18![Multiple Airlines logo]()
$629
This Delta deal was found by Cheapflights users on 9/21. 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 10/276:04 am -
1 stop5h 36m
Mon 11/22:05 pm -
1 stop9h 28m
Deal found 9/21![Delta logo]()
$801
This Southwest deal was found by Cheapflights users on 9/20. 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 10/306:15 pm -
2 stops19h 15m
Mon 11/22:40 pm -
2 stops10h 25m
Deal found 9/20![Southwest logo]()
$572
This Delta deal was found by Cheapflights users on 9/20. 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 10/306:04 am -
1 stop5h 36m
Mon 11/22:05 pm -
1 stop9h 28m
Deal found 9/20![Delta logo]()
$841
This Southwest deal was found by Cheapflights users on 9/21. 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 10/317:05 am -
1 stop6h 25m
Sat 11/73:35 pm -
1 stop7h 10m
Deal found 9/21![Southwest logo]()
$559
One-way flights from Midway to Turks and Caicos IslandsSearch for one-way flight options from Midway to Turks and Caicos Islands. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from Midway to Turks and Caicos Islands. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This Southwest deal was found by Cheapflights users on 9/19. 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 1/287:55 pm -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 9/22. 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 10/245:00 am -
1 stop8h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/266:15 am -
2 stops12h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/262:28 pm -
2 stops27h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 11/258:42 pm -
2 stops39h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/238:07 am -
2 stops10h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/196:15 am -
2 stops30h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Fri 11/208:07 am -
3 stops28h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$318
Find flight deals from Midway to Turks and Caicos Islands
Keep the following information in mind while searching for Midway to Turks and Caicos Islands flight deals. Data was last updated September 23, 2026.
Round-trip from | $534 (Southwest) |
|---|---|
One-way from | $239 (Southwest) |
Popular in | August |
Cheapest in | April |
Average price | $699 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Turks and Caicos Islands 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 September 23, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to the Turks and Caicos Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Sat 10/24
5:00 am-2:30 pm
1 stop8h 30m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$271
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Tue 10/20
6:04 am-12:40 pm
1 stop5h 36m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$327
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Mon 10/19
6:04 am-12:40 pm
1 stop5h 36m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$327
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Mon 12/28
9:05 pm-1:45 pm
2 stops15h 40m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$327
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Sat 1/16
6:00 am-12:50 pm
1 stop5h 50m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$338
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Sun 11/22
2:28 pm-7:25 pm
2 stops27h 57m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$352
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Mon 10/5
6:50 am-2:05 pm
2 stops30h 15m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$357
Quickest round-trip
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Mon 10/5
6:05 am-12:40 pm
1 stop5h 35m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$428
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Sun 10/25
6:04 am-12:40 pm
1 stop5h 36m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$428
ChicagoProvidenciales
MDW Chicago Midway - PLS Providenciales
MDWPLS
Chicago Midway
Thu 11/26
6:00 am-12:40 pm
1 stop5h 40m
Providenciales
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$428
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Midway to Turks and Caicos Islands
Have a flexible travel schedule? Discover the best time to fly to Turks and Caicos Islands from Midway with our price prediction graph.
MDW-PLS
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 the Turks and Caicos Islands
MDW-TC0
MDW-PLS
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Midway to Turks and Caicos Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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