Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
Cheapest Month
November
Cheapest Day of the Week
Thursday
Cheapest Airline
The cheapest airline(s) flying from Chicago to St Thomas Island is Spirit Airlines.
Cheapest Month
November
Travel Period: June 2025 - May 2026
The cheapest month(s) to fly from Chicago to St Thomas Island is November.
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Jun 2025
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Jul 2025
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Aug 2025
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Sep 2025
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Oct 2025
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Nov 2025
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Dec 2025
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Jan 2026
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Feb 2026
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Mar 2026
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Apr 2026
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May 2026
Cheapest Day of the Week
Thursday
The cheapest day(s) of the week to fly from Chicago to St Thomas Island is Thursday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Flight Schedules
Last Updated: Fri, 2 May, 2025
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Time
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Availability
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10:57 ORD17:00 STT5Hrs, 03m Direct
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ORDChicago O'Hare International Airport 10:57 - STT 17:00 5h 03m Direct
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ORDChicago O'Hare International Airport 10:57
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STTSt Thomas Cyril E King Airport 17:00
- 5h 03m
- Direct
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United Airlines (UA 2176)Boeing 737 Max 8 Passenger -
United Airlines (UA 2176) -
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- Boeing 737 Max 8 Passenger
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05:00 ORD16:25 STT10Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 05:00 - STT 16:25 10h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 05:00DFWDallas/Fort Worth Intl Airport 10:20
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DFWDallas/Fort Worth Intl Airport 07:36STTSt Thomas Cyril E King Airport 16:25
- 10h 25m (2h 44m)
- 1 Stop DFW · Dallas 2h 44m
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American Airlines (AA 760)Boeing 737 800 American Airlines (AA 3259)Airbus -
American Airlines (AA 760) -
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05:00 ORD14:38 STT8Hrs, 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:00 - STT 14:38 8h 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:00CLTCharlotte Airport 11:03
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CLTCharlotte Airport 08:02STTSt Thomas Cyril E King Airport 14:38
- 8h 38m (3h 01m)
- 1 Stop CLT · 3h 01m
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American Airlines (AA 2842)Airbus American Airlines (AA 2432)Airbus -
American Airlines (AA 2842) -
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12:08 MIA08:02 CLT8Hrs, 48m 1 Stop (STT)
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MIAMiami International Airport 12:08 - CLT 08:02 8h 48m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 12:08ORDChicago O'Hare International Airport 05:00
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STTSt Thomas Cyril E King Airport 14:48CLTCharlotte Airport 08:02
- 8h 48m (2h 01m)
- 1 Stop STT · St Thomas Island 2h 01m
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American Airlines (AA 943)Boeing 737 Max 8 Passenger American Airlines (AA 2842)Airbus -
American Airlines (AA 943) -
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12:08 MIA08:07 CLT8Hrs, 48m 1 Stop (STT)
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MIAMiami International Airport 12:08 - CLT 08:07 8h 48m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 12:08ORDChicago O'Hare International Airport 05:00
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STTSt Thomas Cyril E King Airport 14:48CLTCharlotte Airport 08:07
- 8h 48m (1h 56m)
- 1 Stop STT · St Thomas Island 1h 56m
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American Airlines (AA 943)Boeing 737 Max 8 Passenger American Airlines (AA 2842)Boeing 737 Max 8 Passenger -
American Airlines (AA 943) -
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12:08 MIA08:07 CLT8Hrs, 48m 1 Stop (STT)
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MIAMiami International Airport 12:08 - CLT 08:07 8h 48m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 12:08ORDChicago O'Hare International Airport 05:00
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STTSt Thomas Cyril E King Airport 14:48CLTCharlotte Airport 08:07
- 8h 48m (1h 56m)
- 1 Stop STT · St Thomas Island 1h 56m
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American Airlines (AA 943)Boeing 737 Max 8 Passenger American Airlines (AA 2842)Boeing 737 Max 8 Passenger -
American Airlines (AA 943) -
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05:00 ORD14:48 STT8Hrs, 48m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00 - STT 14:48 8h 48m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 05:00MIAMiami International Airport 12:08
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MIAMiami International Airport 09:09STTSt Thomas Cyril E King Airport 14:48
- 8h 48m (2h 59m)
- 1 Stop MIA · 2h 59m
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American Airlines (AA 2984)Boeing 737 800 American Airlines (AA 943)Boeing 737 Max 8 Passenger -
American Airlines (AA 2984) -
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05:00 ORD14:38 STT8Hrs, 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:00 - STT 14:38 8h 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 05:00CLTCharlotte Airport 11:03
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CLTCharlotte Airport 08:07STTSt Thomas Cyril E King Airport 14:38
- 8h 38m (2h 56m)
- 1 Stop CLT · 2h 56m
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American Airlines (AA 2842)Boeing 737 Max 8 Passenger American Airlines (AA 2432)Airbus -
American Airlines (AA 2842) -
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05:05 ORD14:54 STT8Hrs, 49m 1 Stop (FLL)
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ORDChicago O'Hare International Airport 05:05 - STT 14:54 8h 49m 1 Stop (FLL) Broward County
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ORDChicago O'Hare International Airport 05:05FLLFort Lauderdale/Hollywood Intl Airport 12:12
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FLLFort Lauderdale/Hollywood Intl Airport 09:06STTSt Thomas Cyril E King Airport 14:54
- 8h 49m (3h 06m)
- 1 Stop FLL · Broward County 3h 06m
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Spirit Airlines (NK 2)Airbus Industrie A321 Sharklets Spirit Airlines (NK 366)Airbus A320 Neo -
Spirit Airlines (NK 2) -
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05:15 ORD15:43 STT9Hrs, 28m 1 Stop (IAH)
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ORDChicago O'Hare International Airport 05:15 - STT 15:43 9h 28m 1 Stop (IAH) Houston
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ORDChicago O'Hare International Airport 05:15IAHHouston George Bush Intercontinental Airport 09:48
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IAHHouston George Bush Intercontinental Airport 08:15STTSt Thomas Cyril E King Airport 15:43
- 9h 28m (1h 33m)
- 1 Stop IAH · Houston 1h 33m
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United Airlines (UA 631)Boeing 757 300 Series United Airlines (UA 1908)Boeing 737 Max 8 Passenger -
United Airlines (UA 631) -
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06:00 ORD15:43 STT8Hrs, 43m 1 Stop (EWR)
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ORDChicago O'Hare International Airport 06:00 - STT 15:43 8h 43m 1 Stop (EWR) New York City
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ORDChicago O'Hare International Airport 06:00EWRNewark Liberty International Airport 11:38
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EWRNewark Liberty International Airport 09:14STTSt Thomas Cyril E King Airport 15:43
- 8h 43m (2h 24m)
- 1 Stop EWR · New York City 2h 24m
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United Airlines (UA 2693)Boeing 737 Max 9 Passenger United Airlines (UA 1529)Boeing 737 Max 8 Passenger -
United Airlines (UA 2693) -
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06:00 ORD15:43 STT8Hrs, 43m 1 Stop (EWR)
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ORDChicago O'Hare International Airport 06:00 - STT 15:43 8h 43m 1 Stop (EWR) New York City
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ORDChicago O'Hare International Airport 06:00EWRNewark Liberty International Airport 11:38
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EWRNewark Liberty International Airport 09:14STTSt Thomas Cyril E King Airport 15:43
- 8h 43m (2h 24m)
- 1 Stop EWR · New York City 2h 24m
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United Airlines (UA 2693)Boeing 737 900 United Airlines (UA 1529)Boeing 737 Max 8 Passenger -
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06:00 ORD16:25 STT9Hrs, 25m 1 Stop (DFW)
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ORDChicago O'Hare International Airport 06:00 - STT 16:25 9h 25m 1 Stop (DFW) Dallas
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ORDChicago O'Hare International Airport 06:00DFWDallas/Fort Worth Intl Airport 10:20
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DFWDallas/Fort Worth Intl Airport 08:25STTSt Thomas Cyril E King Airport 16:25
- 9h 25m (1h 55m)
- 1 Stop DFW · Dallas 1h 55m
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American Airlines (AA 574)Boeing 787 8 American Airlines (AA 3259)Airbus -
American Airlines (AA 574) -
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13:40 MIA09:38 RDU8Hrs, 40m 1 Stop (STT)
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MIAMiami International Airport 13:40 - RDU 09:38 8h 40m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 13:40ORDChicago O'Hare International Airport 06:40
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STTSt Thomas Cyril E King Airport 16:20RDURaleigh/Durham Airport 09:38
- 8h 40m (1h 51m)
- 1 Stop STT · St Thomas Island 1h 51m
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American Airlines (AA 1391)Boeing 737 Max 8 Passenger American Airlines (AA 4186)Embraer Emb 175 -
American Airlines (AA 1391) -
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06:51 ORD16:20 STT8Hrs, 29m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:51 - STT 16:20 8h 29m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:51MIAMiami International Airport 13:40
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MIAMiami International Airport 11:00STTSt Thomas Cyril E King Airport 16:20
- 8h 29m (2h 40m)
- 1 Stop MIA · 2h 40m
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American Airlines (AA 1411)Boeing 737 Max 8 Passenger American Airlines (AA 1391)Boeing 737 Max 8 Passenger -
American Airlines (AA 1411) -
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06:51 ORD14:48 STT6Hrs, 57m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:51 - STT 14:48 6h 57m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 06:51MIAMiami International Airport 12:08
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MIAMiami International Airport 11:00STTSt Thomas Cyril E King Airport 14:48
- 6h 57m (1h 08m)
- 1 Stop MIA · 1h 08m
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American Airlines (AA 1411)Boeing 737 Max 8 Passenger American Airlines (AA 943)Boeing 737 Max 8 Passenger -
American Airlines (AA 1411) -
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13:40 MIA10:33 TPA8Hrs, 25m 1 Stop (STT)
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MIAMiami International Airport 13:40 - TPA 10:33 8h 25m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 13:40ORDChicago O'Hare International Airport 06:55
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STTSt Thomas Cyril E King Airport 16:20TPATampa International Airport 10:33
- 8h 25m (1h 58m)
- 1 Stop STT · St Thomas Island 1h 58m
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American Airlines (AA 1391)Boeing 737 Max 8 Passenger American Airlines (AA 2920)Boeing 737 800 -
American Airlines (AA 1391) -
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07:00 ORD14:38 STT6Hrs, 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 07:00 - STT 14:38 6h 38m 1 Stop (CLT)
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ORDChicago O'Hare International Airport 07:00CLTCharlotte Airport 11:03
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CLTCharlotte Airport 10:05STTSt Thomas Cyril E King Airport 14:38
- 6h 38m (58m)
- 1 Stop CLT · 58m
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American Airlines (AA 1784)Boeing 737 800 American Airlines (AA 2432)Airbus -
American Airlines (AA 1784) -
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07:10 ORD15:43 STT7Hrs, 33m 1 Stop (EWR)
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ORDChicago O'Hare International Airport 07:10 - STT 15:43 7h 33m 1 Stop (EWR) New York City
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ORDChicago O'Hare International Airport 07:10EWRNewark Liberty International Airport 11:38
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EWRNewark Liberty International Airport 10:26STTSt Thomas Cyril E King Airport 15:43
- 7h 33m (1h 12m)
- 1 Stop EWR · New York City 1h 12m
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United Airlines (UA 563)Boeing 757 200 Series United Airlines (UA 1529)Boeing 737 Max 8 Passenger -
United Airlines (UA 563) -
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13:40 MIA10:50 MCO8Hrs, 10m 1 Stop (STT)
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MIAMiami International Airport 13:40 - MCO 10:50 8h 10m 1 Stop (STT) St Thomas Island
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MIAMiami International Airport 13:40ORDChicago O'Hare International Airport 07:10
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STTSt Thomas Cyril E King Airport 16:20MCOOrlando International Airport 10:50
- 8h 10m (1h 38m)
- 1 Stop STT · St Thomas Island 1h 38m
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American Airlines (AA 1391)Boeing 737 Max 8 Passenger American Airlines (AA 3014)Airbus -
American Airlines (AA 1391) -
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07:47 ORD15:30 STT6Hrs, 43m 1 Stop (MCO)
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ORDChicago O'Hare International Airport 07:47 - STT 15:30 6h 43m 1 Stop (MCO)
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ORDChicago O'Hare International Airport 07:47MCOOrlando International Airport 12:31
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MCOOrlando International Airport 11:26STTSt Thomas Cyril E King Airport 15:30
- 6h 43m (1h 05m)
- 1 Stop MCO · 1h 05m
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Spirit Airlines (NK 2550)Airbus A321 Neo Spirit Airlines (NK 297)Airbus A321 Neo -
Spirit Airlines (NK 2550) -
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08:10 ORD16:20 STT7Hrs, 10m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 08:10 - STT 16:20 7h 10m 1 Stop (MIA)
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ORDChicago O'Hare International Airport 08:10MIAMiami International Airport 13:40
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MIAMiami International Airport 12:23STTSt Thomas Cyril E King Airport 16:20
- 7h 10m (1h 17m)
- 1 Stop MIA · 1h 17m
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American Airlines (AA 1250)Boeing 737 800 American Airlines (AA 1391)Boeing 737 Max 8 Passenger -
American Airlines (AA 1250) -
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08:52 ORD17:20 STT7Hrs, 28m 1 Stop (SJU)
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ORDChicago O'Hare International Airport 08:52 - STT 17:20 7h 28m 1 Stop (SJU) San Juan
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ORDChicago O'Hare International Airport 08:52SJUSan Juan Luis Munoz Marin Intl Airport 16:45
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SJUSan Juan Luis Munoz Marin Intl Airport 14:44STTSt Thomas Cyril E King Airport 17:20
- 7h 28m (2h 01m)
- 1 Stop SJU · San Juan 2h 01m
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United Airlines (UA 1996)Boeing 737 Max 9 Passenger Cape Air (9K 8071)Cessna -
United Airlines (UA 1996) -
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08:52 ORD17:30 STT7Hrs, 38m 1 Stop (SJU)
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ORDChicago O'Hare International Airport 08:52 - STT 17:30 7h 38m 1 Stop (SJU) San Juan
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ORDChicago O'Hare International Airport 08:52SJUSan Juan Luis Munoz Marin Intl Airport 16:55
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SJUSan Juan Luis Munoz Marin Intl Airport 14:44STTSt Thomas Cyril E King Airport 17:30
- 7h 38m (2h 11m)
- 1 Stop SJU · San Juan 2h 11m
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United Airlines (UA 1996)Boeing 737 Max 9 Passenger Silver Airways (3M 130)Aerospatiale Alenia Atr 42 -
United Airlines (UA 1996) -
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What’s the fastest flight time from Chicago to St Thomas Island?
The fastest flight time for direct flights from Chicago to St Thomas Island is 5 hours 3 minutes. Check latest flight schedules & prices on Wego.
How far is St Thomas Island from Chicago?
The flight distance between Chicago and St Thomas Island is 3388km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:00. The last flight of the day departs at 12:08. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to St Thomas Island?
There are 1 airlines that offer direct flights from Chicago to St Thomas Island. Find out the list of airlines on Wego.
All Airports in Chicago
Popular Destinations From St Thomas Island
- St Thomas Island to St Croix Island
- St Thomas Island to San Juan
- St Thomas Island to Charleston
- St Thomas Island to New York City
- St Thomas Island to Atlanta
- St Thomas Island to Bangkok
- St Thomas Island to New Delhi
- St Thomas Island to Detroit
- St Thomas Island to Greensboro
- St Thomas Island to Pointe-à-Pitre
Popular Destinations From Chicago
Popular Hotels in St Thomas Island
- Sapphire Beach Resort
- The Ritz-Carlton, St. Thomas
- Pirates Pension at Bluebeard's Castle by Capital Vacations
- Limetree Beach Resort by Club Wyndham
- Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas
- Hilltop Villas at Bluebeard's Castle by Capital Vacations
- The Pink Palm Hotel
- View of Paradise at Sapphire Beach
- Bluebeards Castle Resort
- Flamboyan on the Bay Resort and Villas
