Find Cheap Flights from Chicago Midway to Sint Maarten

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Sint Maarten

(Round-trip)
Depart: Mon Jul 24 2017 Return: Tue Aug 1 2017 Trip spans 9 days
Delta
Delta
MDW
3:42p
SXM
8:54a
17h 12m
1 stop
SXM
11:05a
MDW
7:55p
8h 50m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SXM
8:54a
6h 54m
1 stop
SXM
11:05a
MDW
7:55p
8h 50m
1 stop
Depart: Mon Jul 31 2017 Return: Wed Aug 2 2017 Trip spans 3 days
Delta
Delta
MDW
3:42p
SXM
8:54a
17h 12m
1 stop
SXM
11:05a
MDW
7:55p
8h 50m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 2 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
SXM
8:54a
6h 54m
1 stop
SXM
11:05a
MDW
7:55p
8h 50m
1 stop
Depart: Sun Aug 13 2017 Return: Tue Aug 22 2017 Trip spans 10 days
Delta
Delta
MDW
2:00a
SXM
8:54a
6h 54m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Wed Aug 16 2017 Return: Tue Aug 22 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
SXM
9:00a
7h 00m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Thu Aug 17 2017 Return: Tue Aug 22 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
SXM
8:54a
6h 54m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Fri Aug 18 2017 Return: Tue Aug 22 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
SXM
8:54a
6h 54m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Mon Oct 9 2017 Return: Fri Oct 13 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
11:00a
MDW
8:07p
9h 07m
1 stop
Depart: Sun Oct 15 2017 Return: Sun Oct 22 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
11:00a
MDW
8:07p
9h 07m
1 stop
Depart: Sun Oct 22 2017 Return: Sat Oct 28 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
11:00a
MDW
8:05p
9h 05m
1 stop
Depart: Fri Sep 1 2017 Return: Fri Sep 8 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SXM
8:44a
6h 44m
1 stop
SXM
10:00a
MDW
12:20p
26h 20m
2 stops
Depart: Thu Sep 21 2017 Return: Fri Sep 29 2017 Trip spans 9 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
10:00a
MDW
6:34a
20h 34m
2 stops
Depart: Wed Oct 11 2017 Return: Mon Oct 16 2017 Trip spans 6 days
Delta
Delta
MDW
1:10p
SXM
7:55a
18h 45m
2 stops
SXM
11:00a
MDW
8:07p
9h 07m
1 stop
Depart: Sat Aug 12 2017 Return: Tue Aug 22 2017 Trip spans 11 days
Delta
Delta
MDW
1:59p
SXM
8:54a
18h 55m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Sat Aug 19 2017 Return: Tue Aug 22 2017 Trip spans 4 days
Delta
Delta
MDW
1:59p
SXM
8:54a
18h 55m
1 stop
SXM
11:05a
MDW
7:40p
8h 35m
1 stop
Depart: Sat Oct 21 2017 Return: Sat Oct 28 2017 Trip spans 8 days
Delta
Delta
MDW
2:15p
SXM
8:43a
18h 28m
1 stop
SXM
11:00a
MDW
8:05p
9h 05m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SXM
8:28a
6h 28m
1 stop
SXM
10:10a
MDW
6:36a
20h 26m
1 stop
Depart: Thu Sep 7 2017 Return: Sun Sep 10 2017 Trip spans 4 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
11:00a
MDW
8:07p
9h 07m
1 stop
Depart: Sun Sep 10 2017 Return: Sun Sep 17 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
SXM
8:43a
6h 43m
1 stop
SXM
11:00a
MDW
8:07p
9h 07m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$526
Destination

Simpson Bay
$526
Airlines