Cheap flights from MDW to STT (Midway Intl. to Cyril E. King)
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Cheap Flights from MDW to STT starting at $218 One Way, $480 Round Trip
Prices starting at $480 for return flights and $218 for one-way flights to Cyril E. King were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
STT
St. Thomas
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
MDW
Chicago
STT
St. Thomas
$504 Roundtrip, found 3 days ago
$504
Roundtrip
found 3 days ago
MDW
Chicago
STT
St. Thomas
$510 Roundtrip, found 6 days ago
$510
Roundtrip
found 6 days ago
MDW
Chicago
STT
St. Thomas
$520 Roundtrip, found 11 hours ago
$520
Roundtrip
found 11 hours ago
MDW
Chicago
STT
St. Thomas
$530 Roundtrip, found 6 days ago
$530
Roundtrip
found 6 days ago
Hotel Ideas near Cyril E. King
Airport Hotels near Cyril E. King
Lindbergh Bay Hotel and Villas
8075 Lindbergh Bay St. Thomas St. Thomas
$173 nightly
The price is $192 total per night from Apr 20 to Apr 21
$192 total
Apr 20 - Apr 21
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,019 reviews)
The room was terrible , there wasn’t any water in the hotel and the roof was leaking.
Reviewed on Apr 7, 2026
Emerald Beach Resort
8070 Lindbergh Bay St. Thomas St. Thomas
$307 nightly
The price is $342 total per night from May 3 to May 4
$342 total
May 3 - May 4
Total with taxes and fees
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,308 reviews)
Clean
Reviewed on Apr 7, 2026
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$235 nightly
The price is $261 total per night from May 7 to May 8
$261 total
May 7 - May 8
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sapphire Beach and Magens Bay Beach are located ...
9/10 Wonderful! (226 reviews)
When booking on Expedia your room is booked as an average stay. This means you cannot upgrade or change your room. Room 308 was clean. However, it had a strong musty, cat urine smell. We did not complain, we just went and bought lysol and sprayed every day. We were on the bottom floor and could not ...
Reviewed on Apr 8, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In St. Thomas
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$235 nightly
The price is $261 total per night from May 7 to May 8
$261 total
May 7 - May 8
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sapphire Beach and Magens Bay Beach are located ...
9/10 Wonderful! (226 reviews)
When booking on Expedia your room is booked as an average stay. This means you cannot upgrade or change your room. Room 308 was clean. However, it had a strong musty, cat urine smell. We did not complain, we just went and bought lysol and sprayed every day. We were on the bottom floor and could not ...
Reviewed on Apr 8, 2026
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
$539 nightly
The price is $606 total per night from Apr 9 to Apr 10
$606 total
Apr 9 - Apr 10
Total with taxes and fees
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8/10 Very Good! (2,384 reviews)
Pools are beautiful, rooms are looking a bit dated. Staff lacks in customer service mentality.
Reviewed on Apr 5, 2026
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$605 nightly
The price is $679 total per night from May 7 to May 8
$679 total
May 7 - May 8
Total with taxes and fees
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,160 reviews)
Amazing staff
Reviewed on Apr 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
St. Thomas Hotels With Airport Transportation
Sapphire Sanctuary by the Sea
6345 Smith Bay Rd St. Thomas
Book a stay at this beach aparthotel in St. Thomas. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Sapphire Beach and Coki Point Beach ...
9.2/10 Wonderful! (47 reviews)
The condo was great! Clean and plenty of space for my family of 5!
Reviewed on Dec 6, 2025
Two Sandals – A Boutique Hotel
6264 Estate Nazareth St. Thomas
$332 nightly
The price is $374 total per night from Apr 13 to Apr 14
$374 total
Apr 13 - Apr 14
Total with taxes and fees
Stay at this B&B in St. Thomas. Enjoy free WiFi, free parking, and an area shuttle (surcharge). Popular attractions Sapphire Beach and Trunk Bay are located ...
8.8/10 Excellent! (499 reviews)
I loved my stay here! ❤️ I will be back.
Reviewed on Apr 2, 2026
Emerald Beach Resort
8070 Lindbergh Bay St. Thomas St. Thomas
$307 nightly
The price is $342 total per night from May 3 to May 4
$342 total
May 3 - May 4
Total with taxes and fees
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,308 reviews)
Clean
Reviewed on Apr 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced St. Thomas Hotels
Bunker Hill Hotel
2307 Commandant Gade St. Thomas
$139 nightly
The price is $154 total per night from Apr 14 to Apr 15
$154 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, daily housekeeping, and cable TV channels. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (1,057 reviews)
Good location with very friendly staff
Reviewed on Apr 8, 2026
Galleon House Hotel
31 Kongen Gade St. Thomas
$103 nightly
The price is $115 total per night from Apr 9 to Apr 10
$115 total
Apr 9 - Apr 10
Total with taxes and fees
Stay at this B&B in St. Thomas. Enjoy free parking, daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.8/10 Good! (999 reviews)
Very Basic
Reviewed on Apr 5, 2026
Windward Passage Hotel
Veterans Drive Charlotte Amali St. Thomas St. Thomas
$179 nightly
The price is $200 total per night from Apr 14 to Apr 15
$200 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,417 reviews)
I didn't use the gym but look inside,looks clean
Reviewed on Apr 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in St. Thomas
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
$605 nightly
The price is $679 total per night from May 7 to May 8
$679 total
May 7 - May 8
Total with taxes and fees
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,160 reviews)
Amazing staff
Reviewed on Apr 7, 2026
Sugar Bay Resort and Spa
6500 Estate Smith Bay St. Thomas St. Thomas
Book a stay at this luxury hotel in St. Thomas. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Sapphire Beach and Trunk Bay are located ...
7.2/10 Good! (293 reviews)
Families like: Outdoor pools, kids club, on the beach, cribs
not happy
its not full inclusive no vip room no café for expresso less everything no wet bar in room no room service we didn't have tissue in room I could keep going but the employees awesome the place awesome the bed awesome all inclusive NOT AWESOME
Reviewed on Sep 15, 2017
Windward Passage Hotel
Veterans Drive Charlotte Amali St. Thomas St. Thomas
$179 nightly
The price is $200 total per night from Apr 14 to Apr 15
$200 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,417 reviews)
I didn't use the gym but look inside,looks clean
Reviewed on Apr 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
MDW to STT Route Info
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MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
STT Address & GPS
Address:
Saint Thomas ,
U.S. Virgin Islands
IATA Code:
STT
Longitude:
-64.969444
Latitude:
18.3375
Time Zone:
America/St_Thomas
Other Flights from Midway Intl. Airport (MDW)
Other Flights to Cyril E. King Airport (STT)
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Frequently asked questions
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.