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Flights from Islip to Chicago
There are no direct flights from Islip to Chicago. The fastest way is one stop via Baltimore or Boston, about 3h 27m door to door (61 connections a week on current schedules).
No direct flights · 6 connection options From 3h 27m Prices checked 13 days ago
Islip to Chicago at a glance
Fastest journey3h 27mVia Baltimore, on current schedules
Nonstop flightsNoneConnect via Baltimore or Boston
Best ways to fly from Islip to Chicago
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
ISP Baltimore (BWI) CHI
Leg 1: Southwest Airlines · Leg 2: Frontier Airlines, Southwest Airlines
Mon13:30 ISP14:24 BWI0h 51m connection15:15 BWI15:57 CHISouthwest Airlines
2Search
ISP Boston (BOS) CHI
Leg 1: Cape Air · Leg 2: American Airlines, Delta Air Lines, JetBlue Airways
Mon07:45 ISP08:44 BOS2h 01m connection10:45 BOS12:19 CHICape Air + United Airlines
3Search
ISP Raleigh (RDU) CHI
Leg 1: Breeze Airways · Leg 2: American Airlines, Frontier Airlines, United Airlines
Mon12:00 ISP13:21 RDU2h 24m connection15:45 RDU16:42 CHIBreeze Airways + American Airlines
4Search
ISP Norfolk (ORF) CHI
Leg 1: Breeze Airways · Leg 2: United Airlines, Republic Airlines
Tue12:00 ISP13:00 ORF4h 00m connection17:00 ORF18:06 CHIBreeze Airways + United Airlines
5Search
ISP Richmond (RIC) CHI
Leg 1: Breeze Airways · Leg 2: American Airlines, United Airlines, Republic Airlines
Sun19:00 ISP20:02 RIC10h 13m connection06:15 RIC07:12 CHIBreeze Airways + United Airlines
6Search
ISP New York (LGA) CHI
Leg 1: Royal Jordanian · Leg 2: American Airlines, Delta Air Lines, United Airlines
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 1,218 km756 miles
- Journey time
- 3h 27mon current schedules
- Time difference
- -1hChicago vs Islip
- Currency in Chicago
- USD
- Airports
- ISP → ORD, MDW, RFD
Flights from Islip to Chicago: questions answered
Are there direct flights from Islip to Chicago?
No. There is no nonstop service, so you will connect, most easily in Baltimore, Boston and Raleigh. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Islip to Chicago?
With one connection the journey usually takes around 3h 27m, depending on the layover. The straight-line distance is 1,218 km.
Where do you change planes between Islip and Chicago?
The best connecting points are Baltimore (BWI), Boston (BOS), Raleigh (RDU) and Norfolk (ORF). Southwest Airlines flies both legs via Baltimore, so you can book it as one ticket.
Which airports serve Islip and Chicago?
Islip: Long Island MacArthur Airport (ISP). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Islip and Chicago?
Chicago is 1 hour behind Islip.





