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Connecting route · Canada → Puerto Rico

Flights from Winnipeg to San Juan

There are no direct flights from Winnipeg to San Juan. The fastest way is one stop via Chicago or Toronto, about 15h 10m door to door (6 connections a week on current schedules).

No direct flights · 6 connection options From 9h 13m
YWGSJUYYZ

Winnipeg to San Juan at a glance

Fastest journey9h 13mVia Chicago, on current schedules
Nonstop flightsNoneConnect via Chicago or Toronto

Best ways to fly from Winnipeg to San Juan

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

1
YWG Chicago (ORD) SJU
Leg 1: SkyWest · Leg 2: American Airlines, United Airlines, Frontier Airlines
Sat14:00 YWG16:14 ORD8h 31m connection00:45 ORD06:10 SJUSkyWest + Frontier Airlines
1 connections a weekSelf-transfer likely Fastest 15h 10m
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2
YWG Toronto (YYZ) SJU
Leg 1: Air Canada, Flair Airlines, Porter Airlines · Leg 2: Air Canada Rouge, WestJet, Air Canada
Tue20:15 YWG23:28 YYZ8h 47m connection08:15 YYZ12:27 SJUAir Canada
3 connections a week One airline, one ticket Fastest 15h 12m
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3
YWG Montreal (YUL) SJU
Leg 1: Air Canada, Air Canada Rouge · Leg 2: Air Canada Rouge, Air Transat, Arajet
Tue16:15 YWG19:42 YUL11h 48m connection07:30 YUL14:27 SJUAir Canada + Arajet
2 connections a week One airline, one ticket Fastest 21h 12m
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4
YWG Punta Cana (PUJ) SJU
Leg 1: WestJet · Leg 2: Arajet, Frontier Airlines, JetBlue Airways
Self-transfer likely ~9h 13m
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5
YWG Orlando (MCO) SJU
Leg 1: WestJet · Leg 2: Frontier Airlines, JetBlue Airways, Southwest Airlines
Self-transfer likely ~9h 19m
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6
YWG Fort Lauderdale (FLL) SJU
Leg 1: WestJet · Leg 2: Frontier Airlines, JetBlue Airways, Southwest Airlines
Self-transfer likely ~9h 23m
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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
4,450 km2,763 miles
Journey time
9h 13mon current schedules
Time difference
+2hSan Juan vs Winnipeg
Currency in San Juan
USD
Airports
YWG → SJU, SIG

Flights from Winnipeg to San Juan: questions answered

Are there direct flights from Winnipeg to San Juan?
No. There is no nonstop service, so you will connect, most easily in Chicago, 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 Winnipeg to San Juan?
With one connection the journey usually takes around 9h 13m, depending on the layover. The straight-line distance is 4,450 km.
Where do you change planes between Winnipeg and San Juan?
The best connecting points are Chicago (ORD), Toronto (YYZ), Montreal (YUL) and Punta Cana (PUJ). Compare one-ticket itineraries with self-transfer options in the search.
Which airports serve Winnipeg and San Juan?
Winnipeg: Winnipeg / James Armstrong Richardson International Airport (YWG). San Juan: Luis Munoz Marin International Airport (SJU) and Fernando Luis Ribas Dominicci Airport (SIG).
What is the time difference between Winnipeg and San Juan?
San Juan is 2 hours ahead of Winnipeg.

More flights from Winnipeg