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A coastal landscape with lush green hills, clear turquoise waters, and distant islands.

SAR 1,740 Cheap Flights from Chicago (MDW) to St. Thomas (STT)

Cheap Flights from Chicago to St. Thomas (MDW-STT)

Prices were available within the past 7 days and start at SAR 1,740 for one-way flights and SAR 6,214 for roundtrip, for the period specified. Prices and availability are subject to change.
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 6,214
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 6,214 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 6,439
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 6,439 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 6,458
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 6,458 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 6,627
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 6,627 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 6,777
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 6,777 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 7,453
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 7,453 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 7,513
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 7,513 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 7,941
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 7,941 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 12,550
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 12,550 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 16,723
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 16,723 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 17,511
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 17,511 Found 4 days ago
Delta
Saturday, 18 July, 2026 - Saturday, 25 July, 2026
MDW
Chicago
STT
St. Thomas
SAR 17,662
Roundtrip
Found 4 days ago
Select Delta flight, departing Saturday, 18 July, 2026 from Chicago to St. Thomas, returning Saturday, 25 July, 2026, priced at SAR 17,662 Found 4 days ago

Find the cheapest month to fly from Chicago (MDW) to St. Thomas (STT)

February is typically the cheapest month to fly

From SAR 1,911 - SAR 3,656 per traveler.

Travel information

Origin airport
Chicago Midway Airport
Destination airport
Cyril E. King Airport
Distance
3,383 km away
Airlines serving
Delta, Southwest Airlines
Popular airline
Delta
Roundtrip price
SAR 6,214
*Available to One Key members.