Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline American Airlines

The cheapest airline(s) flying from St Croix Island to Chicago is American Airlines.

  • American Airlines American Airlines
  • Spirit Airlines Spirit Airlines
  • United Airlines United Airlines
Cheapest Month November

Travel Period: October 2024 - September 2025

The cheapest month(s) to fly from St Croix Island to Chicago is November.

  • Oct 2024
  • Nov 2024
  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
Cheapest Day of the Week Friday

The cheapest day(s) of the week to fly from St Croix Island to Chicago is Friday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Mon, 2 Sep, 2024

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  • Availability
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  • 08:40 STX
    19:58 ORD
    12Hrs, 18m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 08:40 - ORD 19:58 12h 18m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 08:40
    SJUSan Juan Luis Munoz Marin Intl Airport 15:55
  • SJUSan Juan Luis Munoz Marin Intl Airport 09:20
    ORDChicago O'Hare International Airport 19:58
  • 12h 18m (6h 35m)
  • 1 Stop SJU · San Juan 6h 35m
  • Silver Airways (3M 115)Aerospatiale Alenia Atr 42
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Silver Airways (3M 115)
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  • 08:40 STX
    18:23 ORD
    10Hrs, 43m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 08:40 - ORD 18:23 10h 43m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 08:40
    SJUSan Juan Luis Munoz Marin Intl Airport 14:20
  • SJUSan Juan Luis Munoz Marin Intl Airport 09:20
    ORDChicago O'Hare International Airport 18:23
  • 10h 43m (5h)
  • 1 Stop SJU · San Juan 5h
  • Silver Airways (3M 115)Aerospatiale Alenia Atr 42
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Silver Airways (3M 115)
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    • -
    • -
    • -
    • -
    • -
    • S
  • 09:30 STX
    19:58 ORD
    11Hrs, 28m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 09:30 - ORD 19:58 11h 28m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 09:30
    SJUSan Juan Luis Munoz Marin Intl Airport 15:55
  • SJUSan Juan Luis Munoz Marin Intl Airport 10:20
    ORDChicago O'Hare International Airport 19:58
  • 11h 28m (5h 35m)
  • 1 Stop SJU · San Juan 5h 35m
  • Cape Air (9K 2401)Cessna
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Cape Air (9K 2401)
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    • -
  • 09:30 STX
    18:23 ORD
    9Hrs, 53m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 09:30 - ORD 18:23 9h 53m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 09:30
    SJUSan Juan Luis Munoz Marin Intl Airport 14:20
  • SJUSan Juan Luis Munoz Marin Intl Airport 10:20
    ORDChicago O'Hare International Airport 18:23
  • 9h 53m (4h)
  • 1 Stop SJU · San Juan 4h
  • Cape Air (9K 2401)Cessna
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Cape Air (9K 2401)
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  • 19:40 EWR
    10:54 STT
    11Hrs, 43m 1 Stop (ORD)
  • EWRNewark Liberty International Airport 19:40 - STT 10:54 11h 43m 1 Stop (ORD) Chicago
  • EWRNewark Liberty International Airport 19:40
    STXSt Croix Henry E. Rohlsen Airport 10:30
  • ORDChicago O'Hare International Airport 21:13
    STTSt Thomas Cyril E King Airport 10:54
  • 11h 43m (4h 29m)
  • 1 Stop ORD · Chicago 4h 29m
  • United Airlines (UA 2488)Boeing 737 900
    Cape Air (9K 8571)Cessna
  • United Airlines (UA 2488)
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  • 18:20 IAH
    10:54 STT
    11Hrs, 37m 1 Stop (ORD)
  • IAHHouston George Bush Intercontinental Airport 18:20 - STT 10:54 11h 37m 1 Stop (ORD) Chicago
  • IAHHouston George Bush Intercontinental Airport 18:20
    STXSt Croix Henry E. Rohlsen Airport 10:30
  • ORDChicago O'Hare International Airport 21:07
    STTSt Thomas Cyril E King Airport 10:54
  • 11h 37m (2h 58m)
  • 1 Stop ORD · Chicago 2h 58m
  • United Airlines (UA 787)Airbus A321 Neo
    Cape Air (9K 8571)Cessna
  • United Airlines (UA 787)
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  • 15:55 SJU
    10:54 STT
    10Hrs, 28m 1 Stop (ORD)
  • SJUSan Juan Luis Munoz Marin Intl Airport 15:55 - STT 10:54 10h 28m 1 Stop (ORD) Chicago
  • SJUSan Juan Luis Munoz Marin Intl Airport 15:55
    STXSt Croix Henry E. Rohlsen Airport 10:30
  • ORDChicago O'Hare International Airport 19:58
    STTSt Thomas Cyril E King Airport 10:54
  • 10h 28m (4h 26m)
  • 1 Stop ORD · Chicago 4h 26m
  • United Airlines (UA 2088)Boeing 737 Max 9 Passenger
    Cape Air (9K 8571)Cessna
  • United Airlines (UA 2088)
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  • 20:00 IAH
    12:00 SJU
    12Hrs, 20m 1 Stop (ORD)
  • IAHHouston George Bush Intercontinental Airport 20:00 - SJU 12:00 12h 20m 1 Stop (ORD) Chicago
  • IAHHouston George Bush Intercontinental Airport 20:00
    STXSt Croix Henry E. Rohlsen Airport 11:20
  • ORDChicago O'Hare International Airport 22:40
    SJUSan Juan Luis Munoz Marin Intl Airport 12:00
  • 12h 20m (4h 10m)
  • 1 Stop ORD · Chicago 4h 10m
  • United Airlines (UA 321)Airbus A321 Neo
    Silver Airways (3M 122)Aerospatiale Alenia Atr 42
  • United Airlines (UA 321)
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  • 19:40 EWR
    12:00 SJU
    10Hrs, 53m 1 Stop (ORD)
  • EWRNewark Liberty International Airport 19:40 - SJU 12:00 10h 53m 1 Stop (ORD) Chicago
  • EWRNewark Liberty International Airport 19:40
    STXSt Croix Henry E. Rohlsen Airport 11:20
  • ORDChicago O'Hare International Airport 21:13
    SJUSan Juan Luis Munoz Marin Intl Airport 12:00
  • 10h 53m (3h 30m)
  • 1 Stop ORD · Chicago 3h 30m
  • United Airlines (UA 2488)Boeing 737 900
    Silver Airways (3M 122)Aerospatiale Alenia Atr 42
  • United Airlines (UA 2488)
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  • 11:20 STX
    19:58 ORD
    9Hrs, 38m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 11:20 - ORD 19:58 9h 38m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 11:20
    SJUSan Juan Luis Munoz Marin Intl Airport 15:55
  • SJUSan Juan Luis Munoz Marin Intl Airport 12:00
    ORDChicago O'Hare International Airport 19:58
  • 9h 38m (3h 55m)
  • 1 Stop SJU · San Juan 3h 55m
  • Silver Airways (3M 122)Aerospatiale Alenia Atr 42
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Silver Airways (3M 122)
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  • 20:00 IAH
    13:10 SJU
    11Hrs, 10m 1 Stop (ORD)
  • IAHHouston George Bush Intercontinental Airport 20:00 - SJU 13:10 11h 10m 1 Stop (ORD) Chicago
  • IAHHouston George Bush Intercontinental Airport 20:00
    STXSt Croix Henry E. Rohlsen Airport 12:30
  • ORDChicago O'Hare International Airport 22:40
    SJUSan Juan Luis Munoz Marin Intl Airport 13:10
  • 11h 10m (3h)
  • 1 Stop ORD · Chicago 3h
  • United Airlines (UA 321)Airbus A321 Neo
    Silver Airways (3M 122)Aerospatiale Alenia Atr 42
  • United Airlines (UA 321)
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  • 12:30 STX
    19:58 ORD
    8Hrs, 28m 1 Stop (SJU)
  • STXSt Croix Henry E. Rohlsen Airport 12:30 - ORD 19:58 8h 28m 1 Stop (SJU) San Juan
  • STXSt Croix Henry E. Rohlsen Airport 12:30
    SJUSan Juan Luis Munoz Marin Intl Airport 15:55
  • SJUSan Juan Luis Munoz Marin Intl Airport 13:10
    ORDChicago O'Hare International Airport 19:58
  • 8h 28m (2h 45m)
  • 1 Stop SJU · San Juan 2h 45m
  • Silver Airways (3M 122)Aerospatiale Alenia Atr 42
    United Airlines (UA 2088)Boeing 737 Max 9 Passenger
  • Silver Airways (3M 122)
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  • 22:45 CLT
    17:36 MIA
    10Hrs, 23m 1 Stop (ORD)
  • CLTCharlotte Airport 22:45 - MIA 17:36 10h 23m 1 Stop (ORD) Chicago
  • CLTCharlotte Airport 22:45
    STXSt Croix Henry E. Rohlsen Airport 14:36
  • ORDChicago O'Hare International Airport 23:59
    MIAMiami International Airport 17:36
  • 10h 23m (2h 52m)
  • 1 Stop ORD · Chicago 2h 52m
  • American Airlines (AA 1628)Airbus
    American Airlines (AA 1293)Boeing 737 800
  • American Airlines (AA 1628)
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  • 14:36 STX
    23:59 ORD
    10Hrs, 23m 1 Stop (MIA)
  • STXSt Croix Henry E. Rohlsen Airport 14:36 - ORD 23:59 10h 23m 1 Stop (MIA) Miami
  • STXSt Croix Henry E. Rohlsen Airport 14:36
    MIAMiami International Airport 21:25
  • MIAMiami International Airport 17:36
    ORDChicago O'Hare International Airport 23:59
  • 10h 23m (3h 49m)
  • 1 Stop MIA · Miami 3h 49m
  • American Airlines (AA 1293)Boeing 737 800
    American Airlines (AA 685)Airbus A321 Neo
  • American Airlines (AA 1293)
    • -
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  • 14:36 STX
    23:44 ORD
    10Hrs, 08m 1 Stop (MIA)
  • STXSt Croix Henry E. Rohlsen Airport 14:36 - ORD 23:44 10h 08m 1 Stop (MIA) Miami
  • STXSt Croix Henry E. Rohlsen Airport 14:36
    MIAMiami International Airport 21:15
  • MIAMiami International Airport 17:36
    ORDChicago O'Hare International Airport 23:44
  • 10h 08m (3h 39m)
  • 1 Stop MIA · Miami 3h 39m
  • American Airlines (AA 1293)Boeing 737 800
    American Airlines (AA 685)Boeing 737 800
  • American Airlines (AA 1293)
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    • -
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    • S
  • 14:36 STX
    21:43 ORD
    8Hrs, 07m 1 Stop (MIA)
  • STXSt Croix Henry E. Rohlsen Airport 14:36 - ORD 21:43 8h 07m 1 Stop (MIA) Miami
  • STXSt Croix Henry E. Rohlsen Airport 14:36
    MIAMiami International Airport 19:18
  • MIAMiami International Airport 17:36
    ORDChicago O'Hare International Airport 21:43
  • 8h 07m (1h 42m)
  • 1 Stop MIA · Miami 1h 42m
  • American Airlines (AA 1293)Boeing 737 800
    American Airlines (AA 3008)Boeing 737 800
  • American Airlines (AA 1293)
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    • S
  • 22:10 IAD
    16:00 SJU
    8Hrs, 54m 1 Stop (ORD)
  • IADWashington Dulles International Airport 22:10 - SJU 16:00 8h 54m 1 Stop (ORD) Chicago
  • IADWashington Dulles International Airport 22:10
    STXSt Croix Henry E. Rohlsen Airport 15:20
  • ORDChicago O'Hare International Airport 23:14
    SJUSan Juan Luis Munoz Marin Intl Airport 16:00
  • 8h 54m (2h 13m)
  • 1 Stop ORD · Chicago 2h 13m
  • United Airlines (UA 1738)Airbus
    Silver Airways (3M 125)Aerospatiale Alenia Atr 42
  • United Airlines (UA 1738)
    • -
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  • 22:10 IAD
    16:05 SJU
    8Hrs, 49m 1 Stop (ORD)
  • IADWashington Dulles International Airport 22:10 - SJU 16:05 8h 49m 1 Stop (ORD) Chicago
  • IADWashington Dulles International Airport 22:10
    STXSt Croix Henry E. Rohlsen Airport 15:25
  • ORDChicago O'Hare International Airport 23:14
    SJUSan Juan Luis Munoz Marin Intl Airport 16:05
  • 8h 49m (2h 08m)
  • 1 Stop ORD · Chicago 2h 08m
  • United Airlines (UA 1738)Airbus
    Silver Airways (3M 125)Aerospatiale Alenia Atr 42
  • United Airlines (UA 1738)
    • -
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    • -
    • -
    • S
    • -
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How far is Chicago from St Croix Island?

The flight distance between St Croix Island and Chicago is 3448km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 08:40. The last flight of the day departs at 08:40. See the full list of flight times on Wego.