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$630+ Cheap flights from Saint Martin Island to Midway (MDW)

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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — MDW
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Saint Martin Island to Midway

Keep the following information in mind while searching for Saint Martin Island to Midway flight deals. Data was last updated February 20, 2025.

Round-trip from

$781
(Mytrip)

One-way from

$630
(Delta)
From Saint Martin Island to Chicago Midway
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One-way flight from Saint Martin Island to Chicago Midway
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Find flight deals from Saint Martin Island to Midway

Cheapest flights from Saint Martin Island to Midway
Explore the most affordable flight options available from Saint Martin Island to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/303:55 pmSXM - MDW
2 stops25h 45mMultiple Airlines
Mon 4/75:35 pmMDW - SXM
1 stop19h 41mMultiple Airlines
Deal found 2/20$781
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 3/91:40 pmSXM - MDW
1 stop9h 43mDelta
Sun 3/164:59 pmMDW - SXM
1 stop20h 02mDelta
Deal found 2/20$1,016
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/303:10 pmSXM - MDW
2 stops28h 08mWestJet
Mon 4/71:15 pmMDW - SXM
2 stops24h 01mWestJet
Deal found 2/20$1,202

Find flights from Saint Martin Island to Midway within your budget

Customize your flight search to find flights from Saint Martin Island to Midway 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 February 20, 2025.

Fly from

Saint Martin Island

Fly to

Midway

Route

Depart

Return

Price

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/30

3:55 pm-4:40 pm

2 stops25h 45m

Chicago Midway

Mon 4/7

5:35 pm-2:16 pm

1 stop19h 41m

$781

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/9

1:40 pm-10:23 pm

1 stop9h 43m

Chicago Midway

Sun 3/16

4:59 pm-2:01 pm

1 stop20h 02m

$1,016

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/30

3:10 pm-6:18 pm

2 stops28h 08m

Chicago Midway

Mon 4/7

1:15 pm-2:16 pm

2 stops24h 01m

$1,202

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 3/27

1:40 pm-10:23 pm

1 stop9h 43m

$630

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Wed 3/5

1:05 pm-10:20 am

2 stops23h 15m

$1,311

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Thu 3/27

3:10 pm-10:47 am

2 stops44h 37m

$1,937

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Best time to book a flight from Saint Martin Island to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Saint Martin Island with our price prediction graph.
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.

Travel insights for flights from Saint Martin Island to Midway

Get recent, data-driven insights about flights from Saint Martin Island to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated February 20, 2025.
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,801 reviews
Delta
8.0
Very good
8,219 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Saint Martin Island to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Saint Martin Island to Midway that include hotel bookings?

    Yes. In addition to deals on Saint Martin Island to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Saint Martin Island to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Saint Martin Island to Midway.

  • Can I find deals for business class flights from Saint Martin Island to Midway?

    Yes. Cheapflights offers flight deals from Saint Martin Island to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Saint Martin Island to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Saint Martin Island to Chicago Midway Airport (average of $160). Flying from Saint Martin Island to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

See more FAQs

Traveling to a place near Saint Martin Island?

Book flights to Saint Martin Island if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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