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Connecting route · United States → Canada

Flights from Chicago to Saint John

There are no direct flights from Chicago to Saint John. The fastest way is one stop via Toronto or Montreal, about 4h 42m door to door (74 connections a week on current schedules).

No direct flights · 2 connection options From 4h 42m
CHIYSJYYZ

Chicago to Saint John at a glance

Fastest journey4h 42mVia Toronto, on current schedules
Nonstop flightsNoneConnect via Toronto or Montreal

Best ways to fly from Chicago to Saint John

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

1
CHI Toronto (YYZ) YSJ
Leg 1: Air Canada, United Airlines, Korean Air · Leg 2: Air Canada, Air Canada Rouge, Flair Airlines
Wed17:15 CHI19:33 YYZ1h 42m connection21:15 YYZ23:57 YSJEVA Air + Air Canada
66 connections a week One airline, one ticket Fastest 4h 42m
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2
CHI Montreal (YUL) YSJ
Leg 1: Air Canada, United Airlines, Republic Airlines · Leg 2: PAL Airlines
Wed08:45 CHI11:36 YUL2h 09m connection13:45 YUL15:55 YSJAir Canada + PAL Airlines
8 connections a weekSelf-transfer likely Fastest 5h 10m
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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
1,772 km1,100 miles
Journey time
4h 42mon current schedules
Time difference
+2hSaint John vs Chicago
Currency in Saint John
CAD
Airports
ORD, MDW, RFD → YSJ

Flights from Chicago to Saint John: questions answered

Are there direct flights from Chicago to Saint John?
No. There is no nonstop service, so you will connect, most easily in Toronto and Montreal. 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 Chicago to Saint John?
With one connection the journey usually takes around 4h 42m, depending on the layover. The straight-line distance is 1,772 km.
Where do you change planes between Chicago and Saint John?
The best connecting points are Toronto (YYZ) and Montreal (YUL). Air Canada flies both legs via Toronto, so you can book it as one ticket.
Which airports serve Chicago and Saint John?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Saint John: Saint John Airport (YSJ).
What is the time difference between Chicago and Saint John?
Saint John is 2 hours ahead of Chicago.

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