$206 Cheap flights from Princess Juliana Intl. to Midway Intl. (SXM to MDW)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Find The Best Dates To Fly from Princess Juliana Intl. to Midway Intl.

Compare Flight Prices from Philipsburg to Chicago

Affordable Airfare Tickets from SXM to MDW Airport

The cheapest flights to Midway Intl. found within the past 7 days were $377 round trip and $206 one way. Prices and availability subject to change. Additional terms may apply.

Sat, Jun 14 - Fri, Jun 20
SXM
Saint Martin
MDW
Chicago
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jun 14 from Saint Martin to Chicago, returning Fri, Jun 20, priced at $377 found 5 days ago

Flight information from Philipsburg to Chicago

 

Traveling From
Princess Juliana Intl.
Traveling To
Midway Intl.
Shortest Flight Time
 hours mins
Earliest Departure Time
Latest Departure Time
Lowest Flight Price
$377

Route Info

Flight path for flights from Princess Juliana International Airport to Chicago Midway International Airport.


Origin:
SXM - Princess Juliana International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
2,305.00 miles


Discover our best flights from Philipsburg SXM to Chicago MDW. 

With 11 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Philipsburg SXM to Chicago MDW at the right price  

Airfares to Chicago MDW from Philipsburg SXM currently cost between $377 and $408. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Philipsburg SXM to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Philipsburg SXM to Chicago MDW on Travelocity starting at $206. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Philipsburg SXM quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from SXM to take around hour(s) min(s).  

 

Find our cheapest airfares for flights from Philipsburg SXM to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from SXM. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Philipsburg SXM to Chicago MDW today 

If you’re flexible about when you travel, June is usually the cheapest month to fly from Philipsburg SXM to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Philipsburg SXM 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from SXM have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Philipsburg SXM with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.