$181+ Cheap flights from Midway (MDW) to the Turks and Caicos Islands
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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PLS
Apr 9 — Apr 161
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
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.Cheap flight deals from Midway to Turks and Caicos Islands
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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 March 10, 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 March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/8. 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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Wed 4/293:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/8![Southwest logo]()
$503
This Southwest deal was found by Cheapflights users on 3/9. 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 5/85:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/9![Southwest logo]()
$507
This Southwest deal was found by Cheapflights users on 3/6. 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 4/209:15 pm
MDW
- PLS
2 stops16h 40m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/6![Southwest logo]()
$512
This Southwest deal was found by Cheapflights users on 3/9. 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 4/245:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Tue 4/283:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/9![Southwest logo]()
$521
This Southwest deal was found by Cheapflights users on 3/8. 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 4/117:45 am
MDW
- PLS
1 stop6h 50m
Southwest
Tue 4/143:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/8![Southwest logo]()
$531
This Southwest deal was found by Cheapflights users on 3/7. 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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Sat 4/2512:35 pm
PLS
- MDW
2 stops11h 00m
Southwest
Deal found 3/7![Southwest logo]()
$536
This Southwest deal was found by Cheapflights users on 3/10. 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 4/125:05 am
MDW
- PLS
1 stop8h 45m
Southwest
Thu 4/163:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/10![Southwest logo]()
$548
This Southwest deal was found by Cheapflights users on 3/9. 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 5/137:45 am
MDW
- PLS
1 stop6h 10m
Southwest
Mon 5/183:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/9![Southwest logo]()
$552
This Southwest deal was found by Cheapflights users on 3/6. 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 5/97:40 am
MDW
- PLS
2 stops6h 55m
Southwest
Tue 5/123:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/6![Southwest logo]()
$559
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 March 10, 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 March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/8. 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 4/228:50 pm
MDW
- PLS
2 stops17h 05m
Southwest
Wed 4/293:50 pm
PLS
- MDW
2 stops16h 20m
Southwest
Deal found 3/8![Southwest logo]()
$581
This Delta deal was found by Cheapflights users on 3/8. 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 5/66:00 am
MDW
- PLS
1 stop7h 10m
Delta
Tue 5/123:25 pm
PLS
- MDW
1 stop6h 44m
Delta
Deal found 3/8![Delta logo]()
$589
This Southwest deal was found by Cheapflights users on 3/5. 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 6/239:05 pm
MDW
- PLS
2 stops16h 45m
Southwest
Fri 6/263:45 pm
PLS
- MDW
2 stops16h 30m
Southwest
Deal found 3/5![Southwest logo]()
$582
This Delta deal was found by Cheapflights users on 3/8. 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 5/256:23 am
MDW
- PLS
1 stop6h 47m
Delta
Wed 5/272:05 pm
PLS
- MDW
2 stops19h 38m
Delta
Deal found 3/8![Delta logo]()
$600
This Southwest deal was found by Cheapflights users on 3/9. 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 4/237:40 pm
MDW
- PLS
2 stops18h 15m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/9![Southwest logo]()
$596
This Delta deal was found by Cheapflights users on 3/8. 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 5/116:23 am
MDW
- PLS
1 stop6h 47m
Delta
Tue 5/123:25 pm
PLS
- MDW
2 stops18h 18m
Delta
Deal found 3/8![Delta logo]()
$600
This Delta deal was found by Cheapflights users on 3/8. 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 5/56:00 am
MDW
- PLS
1 stop5h 40m
Delta
Sat 5/93:25 pm
PLS
- MDW
1 stop6h 44m
Delta
Deal found 3/8![Delta logo]()
$625
This Southwest deal was found by Cheapflights users on 3/9. 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 6/159:25 pm
MDW
- PLS
2 stops16h 25m
Southwest
Sat 6/2012:40 pm
PLS
- MDW
2 stops11h 40m
Southwest
Deal found 3/9![Southwest logo]()
$676
This Delta deal was found by Cheapflights users on 3/8. 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 5/276:23 am
MDW
- PLS
1 stop6h 47m
Delta
Sat 5/302:55 pm
PLS
- MDW
2 stops18h 48m
Delta
Deal found 3/8![Delta logo]()
$630
This Southwest deal was found by Cheapflights users on 3/7. 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 6/165:10 am
MDW
- PLS
1 stop8h 40m
Southwest
Tue 6/233:45 pm
PLS
- MDW
1 stop7h 15m
Southwest
Deal found 3/7![Southwest logo]()
$691
This Delta deal was found by Cheapflights users on 3/8. 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 5/266:23 am
MDW
- PLS
1 stop6h 47m
Delta
Wed 5/273:25 pm
PLS
- MDW
2 stops22h 17m
Delta
Deal found 3/8![Delta logo]()
$675
This Delta deal was found by Cheapflights users on 3/7. 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 7/166:00 am
MDW
- PLS
1 stop7h 41m
Delta
Thu 7/232:10 pm
PLS
- MDW
1 stop8h 35m
Delta
Deal found 3/7![Delta logo]()
$690
Last-minute flights from Midway to Turks and Caicos IslandsDiscover last-minute flight deals from Midway to Turks and Caicos Islands. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Turks and Caicos Islands. Data last updated March 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/8. 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 4/117:45 am
MDW
- PLS
1 stop6h 50m
Southwest
Tue 4/143:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/8![Southwest logo]()
$531
This Southwest deal was found by Cheapflights users on 3/9. 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 4/117:45 am
MDW
- PLS
1 stop6h 50m
Southwest
Wed 4/153:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/9![Southwest logo]()
$583
This Southwest deal was found by Cheapflights users on 3/10. 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 4/125:05 am
MDW
- PLS
1 stop8h 45m
Southwest
Thu 4/163:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/10![Southwest logo]()
$548
This Southwest deal was found by Cheapflights users on 3/6. 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 4/209:15 pm
MDW
- PLS
2 stops16h 40m
Southwest
Mon 4/273:50 pm
PLS
- MDW
1 stop9h 15m
Southwest
Deal found 3/6![Southwest logo]()
$512
This Southwest deal was found by Cheapflights users on 3/8. 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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Wed 4/293:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/8![Southwest logo]()
$503
This Southwest deal was found by Cheapflights users on 3/7. 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 4/226:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Sat 4/2512:35 pm
PLS
- MDW
1 stop11h 00m
Southwest
Deal found 3/7![Southwest logo]()
$571
This Southwest deal was found by Cheapflights users on 3/9. 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 4/245:35 am
MDW
- PLS
1 stop8h 20m
Southwest
Tue 4/283:50 pm
PLS
- MDW
1 stop6h 35m
Southwest
Deal found 3/9![Southwest logo]()
$521
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 March 10, 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 March 10, 2026.
This Southwest deal was found by Cheapflights users on 3/8. 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 5/268:50 pm
MDW
- PLS
2 stops17h 05m
Southwest
Deal found 3/8![Southwest logo]()
$181
This FlightHub deal was found by Cheapflights users on 3/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:16 pm
MDW
- PLS
1 stop15h 11m
Frontier
Deal found 3/8![Frontier logo]()
$193
This Southwest deal was found by Cheapflights users on 3/8. 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 5/276:00 am
MDW
- PLS
1 stop7h 55m
Southwest
Deal found 3/8![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 3/9. 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 4/16:00 am
MDW
- PLS
1 stop6h 45m
Southwest
Deal found 3/9![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 3/9. 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 7/55:20 am
MDW
- PLS
1 stop8h 40m
Southwest
Deal found 3/9![Southwest logo]()
$261
This Delta deal was found by Cheapflights users on 3/6. 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 4/286:00 am
MDW
- PLS
1 stop5h 40m
Delta
Deal found 3/6![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 3/10. 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 5/208:55 pm
MDW
- PLS
2 stops17h 00m
Southwest
Deal found 3/10![Southwest logo]()
$301
This Delta deal was found by Cheapflights users on 3/9. 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 7/26:00 am
MDW
- PLS
1 stop7h 40m
Delta
Deal found 3/9![Delta logo]()
$353
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 March 10, 2026.
Round-trip from | $503 (Southwest) |
|---|---|
One-way from | $181 (Southwest) |
Popular in | March |
Cheapest in | May |
Average price | $803 |
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 2,558,603 searches. Data last updated March 10, 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 - PLS
MDWPLS
Chicago Midway
Wed 4/22
8:50 pm-2:55 pm
2 stops17h 05m
Providenciales
Wed 4/29
3:50 pm-7:10 am
2 stops16h 20m
$581
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Tue 6/23
9:05 pm-2:50 pm
2 stops16h 45m
Providenciales
Fri 6/26
3:45 pm-7:15 am
2 stops16h 30m
$582
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Wed 5/6
6:00 am-2:10 pm
1 stop7h 10m
Providenciales
Tue 5/12
3:25 pm-9:09 pm
1 stop6h 44m
$589
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Thu 4/23
7:40 pm-2:55 pm
2 stops18h 15m
Providenciales
Mon 4/27
3:50 pm-12:05 am
1 stop9h 15m
$596
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Mon 5/25
6:23 am-2:10 pm
1 stop6h 47m
Providenciales
Wed 5/27
2:05 pm-8:43 am
2 stops19h 38m
$600
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Mon 5/11
6:23 am-2:10 pm
1 stop6h 47m
Providenciales
Tue 5/12
3:25 pm-8:43 am
2 stops18h 18m
$600
Quickest round-trip
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Tue 5/5
6:00 am-12:40 pm
1 stop5h 40m
Providenciales
Sat 5/9
3:25 pm-9:09 pm
1 stop6h 44m
$625
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Wed 5/27
6:23 am-2:10 pm
1 stop6h 47m
Providenciales
Sat 5/30
2:55 pm-8:43 am
2 stops18h 48m
$630
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Tue 5/26
6:23 am-2:10 pm
1 stop6h 47m
Providenciales
Wed 5/27
3:25 pm-12:42 pm
2 stops22h 17m
$675
ChicagoProvidenciales
MDW - PLS
MDWPLS
Chicago Midway
Mon 6/15
9:25 pm-2:50 pm
2 stops16h 25m
Providenciales
Sat 6/20
12:40 pm-11:20 pm
2 stops11h 40m
$676
Showing 1-10 of 18 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
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