$207+ Cheap flights from Midway (MDW) to St. Maarten
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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SXM
May 9 — May 161
Round-trip
1 adult, Economy
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Find cheap flights from Midway to St. Maarten 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 St. Maarten
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Best
Last-minute
One-way
Cheapest flights from Midway to St. MaartenExplore the most affordable flight options available from Midway to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2026.
Explore the most affordable flight options available from Midway to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 9, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sun 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Thu 5/72:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/7![Southwest logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/173:20 pm
MDW
- SXM
1 stop21h 30m
Multiple Airlines
Mon 6/222:40 pm
SXM
- MDW
1 stop24h 55m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$552
This Southwest deal was found by Cheapflights users on 4/4. 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 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Thu 5/282:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/4![Southwest logo]()
$570
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/173:20 pm
MDW
- SXM
1 stop21h 30m
Multiple Airlines
Sun 6/212:40 pm
SXM
- MDW
1 stop24h 55m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$574
This Southwest deal was found by Cheapflights users on 4/8. 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.
Sun 5/105:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Sat 5/161:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/8![Southwest logo]()
$590
This Southwest deal was found by Cheapflights users on 4/6. 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 5/115:35 am
MDW
- SXM
1 stop6h 55m
Southwest
Mon 5/182:25 pm
SXM
- MDW
2 stops18h 10m
Southwest
Deal found 4/6![Southwest logo]()
$595
This Southwest deal was found by Cheapflights users on 4/5. 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.
Sun 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Sat 5/91:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/5![Southwest logo]()
$615
This Southwest deal was found by Cheapflights users on 4/5. 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.
Wed 5/136:00 am
MDW
- SXM
1 stop6h 30m
Southwest
Wed 5/202:25 pm
SXM
- MDW
2 stops17h 45m
Southwest
Deal found 4/5![Southwest logo]()
$620
This Southwest deal was found by Cheapflights users on 4/7. 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.
Thu 8/65:00 am
MDW
- SXM
1 stop8h 05m
Southwest
Thu 8/133:05 pm
SXM
- MDW
1 stop8h 35m
Southwest
Deal found 4/7![Southwest logo]()
$645
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sat 6/68:10 pm
MDW
- SXM
2 stops18h 20m
Southwest
Wed 6/103:00 pm
SXM
- MDW
2 stops17h 10m
Southwest
Deal found 4/7![Southwest logo]()
$650
Best flights from Midway to St. MaartenDiscover carefully curated flight deals from Midway to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 9, 2026.
Discover carefully curated flight deals from Midway to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 9, 2026.
This Southwest deal was found by Cheapflights users on 4/4. 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 5/38:55 pm
MDW
- SXM
2 stops15h 35m
Southwest
Thu 5/282:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/4![Southwest logo]()
$575
This Southwest deal was found by Cheapflights users on 4/6. 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 5/115:35 am
MDW
- SXM
1 stop6h 55m
Southwest
Mon 5/182:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/6![Southwest logo]()
$590
This Southwest deal was found by Cheapflights users on 4/4. 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
- SXM
1 stop9h 10m
Southwest
Fri 7/102:25 pm
SXM
- MDW
1 stop11h 15m
Southwest
Deal found 4/4![Southwest logo]()
$645
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sat 6/65:15 am
MDW
- SXM
1 stop7h 00m
Southwest
Wed 6/103:00 pm
SXM
- MDW
2 stops17h 10m
Southwest
Deal found 4/7![Southwest logo]()
$650
This Southwest deal was found by Cheapflights users on 4/8. 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.
Fri 5/14:35 pm
MDW
- SXM
2 stops18h 50m
Southwest
Tue 5/52:25 pm
SXM
- MDW
2 stops18h 10m
Southwest
Deal found 4/8![Southwest logo]()
$650
This Southwest deal was found by Cheapflights users on 4/8. 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 5/25:15 am
MDW
- SXM
1 stop7h 25m
Southwest
Sat 5/91:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/8![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 7/315:10 am
MDW
- SXM
1 stop7h 15m
Southwest
Mon 8/32:25 pm
SXM
- MDW
1 stop7h 55m
Southwest
Deal found 4/5![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 4/7. 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.
Thu 8/67:55 pm
MDW
- SXM
2 stops17h 10m
Southwest
Thu 8/133:05 pm
SXM
- MDW
1 stop8h 35m
Southwest
Deal found 4/7![Southwest logo]()
$675
Last-minute flights from Midway to St. MaartenDiscover last-minute flight deals from Midway to St. Maarten. Data last updated April 9, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to St. Maarten. Data last updated April 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/8. 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.
Fri 5/14:35 pm
MDW
- SXM
2 stops18h 50m
Southwest
Tue 5/52:25 pm
SXM
- MDW
2 stops18h 10m
Southwest
Deal found 4/8![Southwest logo]()
$650
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sat 5/25:15 am
MDW
- SXM
1 stop7h 25m
Southwest
Sat 5/91:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/7![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 4/7. 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.
Sun 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Thu 5/72:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/7![Southwest logo]()
$515
This Southwest deal was found by Cheapflights users on 4/4. 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 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Thu 5/282:25 pm
SXM
- MDW
1 stop10h 50m
Southwest
Deal found 4/4![Southwest logo]()
$570
This Southwest deal was found by Cheapflights users on 4/5. 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.
Sun 5/35:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Sat 5/91:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/5![Southwest logo]()
$615
This Delta deal was found by Cheapflights users on 4/4. 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.
Sun 5/36:00 am
MDW
- SXM
1 stop7h 05m
Delta
Sat 5/303:35 pm
SXM
- MDW
2 stops21h 21m
Delta
Deal found 4/4![Delta logo]()
$681
This Southwest deal was found by Cheapflights users on 4/8. 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.
Sun 5/105:05 am
MDW
- SXM
1 stop8h 20m
Southwest
Sat 5/161:20 pm
SXM
- MDW
1 stop10h 15m
Southwest
Deal found 4/8![Southwest logo]()
$590
This Southwest deal was found by Cheapflights users on 4/6. 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 5/115:35 am
MDW
- SXM
1 stop6h 55m
Southwest
Mon 5/182:25 pm
SXM
- MDW
2 stops18h 10m
Southwest
Deal found 4/6![Southwest logo]()
$595
This Southwest deal was found by Cheapflights users on 4/5. 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.
Wed 5/136:00 am
MDW
- SXM
1 stop6h 30m
Southwest
Wed 5/202:25 pm
SXM
- MDW
2 stops17h 45m
Southwest
Deal found 4/5![Southwest logo]()
$620
This Southwest deal was found by Cheapflights users on 4/7. 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.
Fri 5/154:35 pm
MDW
- SXM
2 stops18h 50m
Southwest
Mon 5/182:25 pm
SXM
- MDW
2 stops18h 10m
Southwest
Deal found 4/7![Southwest logo]()
$670
One-way flights from Midway to St. MaartenSearch for one-way flight options from Midway to St. Maarten. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
Search for one-way flight options from Midway to St. Maarten. Find affordable one-way fares based on user searches. Data last updated April 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:10 am
MDW
- SXM
2 stops30h 27m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 4/6. 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.
Tue 6/305:10 am
MDW
- SXM
1 stop7h 50m
Southwest
Deal found 4/6![Southwest logo]()
$268
This Southwest deal was found by Cheapflights users on 4/6. 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 6/65:15 am
MDW
- SXM
1 stop7h 00m
Southwest
Deal found 4/6![Southwest logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:59 am
MDW
- SXM
3 stops24h 31m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 4/6. 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.
Wed 4/296:00 am
MDW
- SXM
1 stop6h 30m
Southwest
Deal found 4/6![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/4. 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 9/295:59 pm
MDW
- SXM
2 stops18h 51m
Delta
Deal found 4/4![Delta logo]()
$334
This Southwest deal was found by Cheapflights users on 4/6. 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.
Sun 6/79:05 pm
MDW
- SXM
2 stops15h 20m
Southwest
Deal found 4/6![Southwest logo]()
$339
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 4/174:35 pm
MDW
- SXM
2 stops18h 50m
Southwest
Deal found 4/5![Southwest logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
MDW
- SXM
3 stops27h 50m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$397
Find flight deals from Midway to St. Maarten
Keep the following information in mind while searching for Midway to St. Maarten flight deals. Data was last updated April 9, 2026.
Round-trip from | $515 (Southwest) |
|---|---|
One-way from | $207 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $787 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to St. Maarten 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 9, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to St. Maarten that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Sun 5/3
8:55 pm-1:30 pm
2 stops15h 35m
Simpson Bay Princess Juliana
Thu 5/28
2:25 pm-12:15 am
1 stop10h 50m
$575
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Mon 5/11
5:35 am-1:30 pm
1 stop6h 55m
Simpson Bay Princess Juliana
Mon 5/18
2:25 pm-12:15 am
1 stop10h 50m
$590
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Sun 7/5
5:20 am-3:30 pm
1 stop9h 10m
Simpson Bay Princess Juliana
Fri 7/10
2:25 pm-12:40 am
1 stop11h 15m
$645
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Sat 6/6
5:15 am-1:15 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Wed 6/10
3:00 pm-7:10 am
2 stops17h 10m
$650
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Fri 5/1
4:35 pm-12:25 pm
2 stops18h 50m
Simpson Bay Princess Juliana
Tue 5/5
2:25 pm-7:35 am
2 stops18h 10m
$650
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Sat 5/2
5:15 am-1:40 pm
1 stop7h 25m
Simpson Bay Princess Juliana
Sat 5/9
1:20 pm-10:35 pm
1 stop10h 15m
$665
Quickest round-trip
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Fri 7/31
5:10 am-1:25 pm
1 stop7h 15m
Simpson Bay Princess Juliana
Mon 8/3
2:25 pm-9:20 pm
1 stop7h 55m
$665
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Thu 8/6
7:55 pm-2:05 pm
2 stops17h 10m
Simpson Bay Princess Juliana
Thu 8/13
3:05 pm-10:40 pm
1 stop8h 35m
$675
Cheapest one-way
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Tue 6/30
5:10 am-2:00 pm
1 stop7h 50m
$268
Quickest one-way
ChicagoSimpson Bay
MDW - SXM
MDWSXM
Chicago Midway
Sat 6/6
5:15 am-1:15 pm
1 stop7h 00m
$288
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Midway to St. Maarten
Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Midway with our price prediction graph.
MDW-SXM
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 St. Maarten
MDW-SX0
MDW-SXM
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing St. Maarten
Get insights into the airlines that provide service to St. Maarten. 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 St. Maarten. Reviews last updated April 9, 2026.
Get a feel of what it's like to fly with Delta from Chicago Midway Airport to St. Maarten by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Comfort
7.9
Crew
8.5
Food
7.2
Overall
7.9
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Midway to St. Maarten. 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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Alternative routes for Midway to St. Maarten
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Complete your trip
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Search flights from Midway to St. Maarten by cabin class
Find flights from Midway to St. Maarten, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and St. Maarten flights
Browse other Midway and St. Maarten flight options. Last updated on April 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Midway to St. Maarten
Discover the top airline that operate flights from Midway to St. Maarten. 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 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$512 | Average$637 | FlexibilityNo cancel fee | On-timeN/A |