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Connecting route · United States → United States

Flights from Rockland to Chicago

There are no direct flights from Rockland to Chicago. The fastest way is one stop via Boston or Westchester County, about 5h 49m door to door (10 connections a week on current schedules).

No direct flights · 2 connection options From 5h 37m
RKDCHIBOS

Rockland to Chicago at a glance

Fastest journey5h 37mVia Boston, on current schedules
Nonstop flightsNoneConnect via Boston or Westchester County

Best ways to fly from Rockland to Chicago

Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.

1
RKD Boston (BOS) CHI
Leg 1: Cape Air · Leg 2: American Airlines, Delta Air Lines, JetBlue Airways
Tue09:15 RKD10:20 BOS2h 10m connection12:30 BOS14:04 CHICape Air + United Airlines
10 connections a weekSelf-transfer likely Fastest 5h 49m
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2
RKD Westchester County (HPN) CHI
Leg 1: Tradewind Aviation · Leg 2: Envoy Air
Self-transfer likely ~5h 37m
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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
1,524 km946 miles
Journey time
5h 37mon current schedules
Time difference
-1hChicago vs Rockland
Currency in Chicago
USD
Airports
RKD → ORD, MDW, RFD

Flights from Rockland to Chicago: questions answered

Are there direct flights from Rockland to Chicago?
No. There is no nonstop service, so you will connect, most easily in Boston and Westchester County. Most connections mean separate tickets, so leave plenty of time to collect bags and check in again.
How long is the flight from Rockland to Chicago?
With one connection the journey usually takes around 5h 37m, depending on the layover. The straight-line distance is 1,524 km.
Where do you change planes between Rockland and Chicago?
The best connecting points are Boston (BOS) and Westchester County (HPN). Compare one-ticket itineraries with self-transfer options in the search.
Which airports serve Rockland and Chicago?
Rockland: Knox County Regional Airport (RKD). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Rockland and Chicago?
Chicago is 1 hour behind Rockland.

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