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Flights from Saint John to Chicago
There are no direct flights from Saint John to Chicago. The fastest way is one stop via Toronto or Montreal, about 4h 44m door to door (17 connections a week on current schedules).
No direct flights · 2 connection options From 4h 44m
Saint John to Chicago at a glance
Fastest journey4h 44mVia Toronto, on current schedules
Nonstop flightsNoneConnect via Toronto or Montreal
Best ways to fly from Saint John 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
YSJ Toronto (YYZ) CHI
Leg 1: Air Canada, Air Canada Rouge, Flair Airlines · Leg 2: Air Canada, United Airlines, Korean Air
Mon05:00 YSJ05:52 YYZ1h 08m connection07:00 YYZ07:44 CHIAir Canada + 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
- 1,772 km1,100 miles
- Journey time
- 4h 44mon current schedules
- Time difference
- -2hChicago vs Saint John
- Currency in Chicago
- USD
- Airports
- YSJ → ORD, MDW, RFD
Flights from Saint John to Chicago: questions answered
Are there direct flights from Saint John to Chicago?
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 Saint John to Chicago?
With one connection the journey usually takes around 4h 44m, depending on the layover. The straight-line distance is 1,772 km.
Where do you change planes between Saint John and Chicago?
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 Saint John and Chicago?
Saint John: Saint John Airport (YSJ). Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD).
What is the time difference between Saint John and Chicago?
Chicago is 2 hours behind Saint John.




