Algeria Angola Argentina Australia Bahrain Bangladesh Botswana Brazil Cameroon Canada Chile China Colombia Congo, Dem Rep of Cote d'Ivoire Egypt Ethiopia France Gabon Germany Ghana Hong Kong India Indonesia Iraq Ireland Italy Japan Jordan Kenya Kuwait Lebanon Libya Macao Malaysia Mali Mauritius Mexico Morocco Mozambique Namibia Netherlands New Zealand Nigeria Oman Pakistan Palestine Philippines Poland Portugal Qatar

Rwanda Saudi Arabia Senegal Singapore South Africa South Korea Spain Sri Lanka Sudan Sweden Switzerland Taiwan Tanzania Thailand Tunisia Turkey Uganda United Arab Emirates United Kingdom United States Vietnam Zambia Zimbabwe العربية English

Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Orlando to Winnipeg is United Airlines.

Travel Period: June 2025 - May 2026

The cheapest month(s) to fly from Orlando to Winnipeg is August.

Jun 2025
Jul 2025
Aug 2025
Sep 2025
Oct 2025
Nov 2025
Dec 2025
Jan 2026
Feb 2026
Mar 2026
Apr 2026
May 2026

The cheapest day(s) of the week to fly from Orlando to Winnipeg is Saturday.

Sun Sunday
Mon Monday
Tue Tuesday
Wed Wednesday
Thu Thursday
Fri Friday
Sat Saturday

Flight Schedules

Last Updated: Fri, 2 May, 2025

Time Earliest
- Earliest
- Latest
Depart Earliest
- Earliest
- Latest
Arrive
- Earliest
- Latest
Duration
- Shortest
- Longest
Stopover
All
Airline Filter by Airline
View All Airline
Availability
- M
- T
- W
- T
- F
- S
- S

07:00 MCO

15:37 YWG

9Hrs, 37m 1 Stop (YYZ)
MCOOrlando International Airport 07:00 - YWG 15:37 9h 37m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 07:00

YYZToronto Lester B Pearson Intl Airport 14:00
YYZToronto Lester B Pearson Intl Airport 09:51

YWGWinnipeg J.A. Richardson Intl Airport 15:37
9h 37m (4h 09m)
1 Stop YYZ · Toronto 4h 09m
Air Canada (AC 1671)Airbus

Air Canada (AC 265)Airbus
Air Canada (AC 1671)
- M
- T
- W
- -
- F
- -
- S

07:00 MCO

14:02 YWG

8Hrs, 02m 1 Stop (YYZ)
MCOOrlando International Airport 07:00 - YWG 14:02 8h 02m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 07:00

YYZToronto Lester B Pearson Intl Airport 12:25
YYZToronto Lester B Pearson Intl Airport 09:51

YWGWinnipeg J.A. Richardson Intl Airport 14:02
8h 02m (2h 34m)
1 Stop YYZ · Toronto 2h 34m
Air Canada (AC 1671)Airbus

Air Canada (AC 263)Airbus
Air Canada (AC 1671)
- -
- T
- -
- -
- F
- -
- -

07:00 MCO

14:02 YWG

8Hrs, 02m 1 Stop (YYZ)
MCOOrlando International Airport 07:00 - YWG 14:02 8h 02m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 07:00

YYZToronto Lester B Pearson Intl Airport 12:25
YYZToronto Lester B Pearson Intl Airport 09:51

YWGWinnipeg J.A. Richardson Intl Airport 14:02
8h 02m (2h 34m)
1 Stop YYZ · Toronto 2h 34m
Air Canada (AC 1671)Airbus

Air Canada (AC 263)Airbus A220 300
Air Canada (AC 1671)
- M
- -
- W
- -
- -
- -
- S

07:00 MCO

15:37 YWG

9Hrs, 37m 1 Stop (YYZ)
MCOOrlando International Airport 07:00 - YWG 15:37 9h 37m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 07:00

YYZToronto Lester B Pearson Intl Airport 14:00
YYZToronto Lester B Pearson Intl Airport 09:51

YWGWinnipeg J.A. Richardson Intl Airport 15:37
9h 37m (4h 09m)
1 Stop YYZ · Toronto 4h 09m
Air Canada (AC 1671)Airbus

Air Canada (AC 265)Airbus
Air Canada (AC 1671)
- -
- -
- -
- T
- -
- S
- -

07:00 MCO

14:02 YWG

8Hrs, 02m 1 Stop (YYZ)
MCOOrlando International Airport 07:00 - YWG 14:02 8h 02m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 07:00

YYZToronto Lester B Pearson Intl Airport 12:25
YYZToronto Lester B Pearson Intl Airport 09:51

YWGWinnipeg J.A. Richardson Intl Airport 14:02
8h 02m (2h 34m)
1 Stop YYZ · Toronto 2h 34m
Air Canada (AC 1671)Airbus

Air Canada (AC 263)Airbus A220 300
Air Canada (AC 1671)
- -
- -
- -
- T
- -
- S
- -

07:15 MCO

15:31 YWG

9Hrs, 16m 1 Stop (ORD)
MCOOrlando International Airport 07:15 - YWG 15:31 9h 16m 1 Stop (ORD) Chicago
MCOOrlando International Airport 07:15

ORDChicago O'Hare International Airport 12:57
ORDChicago O'Hare International Airport 09:25

YWGWinnipeg J.A. Richardson Intl Airport 15:31
9h 16m (3h 32m)
1 Stop ORD · Chicago 3h 32m
United Airlines (UA 2673)Airbus A321 Neo

United Airlines (UA 5748)Embraer 175
United Airlines (UA 2673)
- M
- T
- W
- T
- F
- S
- S

12:57 ORD

10:00 CLE

9Hrs, 01m 1 Stop (YWG)
ORDChicago O'Hare International Airport 12:57 - CLE 10:00 9h 01m 1 Stop (YWG) Winnipeg
ORDChicago O'Hare International Airport 12:57

MCOOrlando International Airport 07:30
YWGWinnipeg J.A. Richardson Intl Airport 15:31

CLECleveland Hopkins International Airport 10:00
9h 01m (2h 23m)
1 Stop YWG · Winnipeg 2h 23m
United Airlines (UA 5748)Embraer 175

United Airlines (UA 2004)Boeing 737 Max 9 Passenger
United Airlines (UA 5748)
- -
- -
- -
- -
- -
- S
- -

12:57 ORD

10:15 CLE

8Hrs, 46m 1 Stop (YWG)
ORDChicago O'Hare International Airport 12:57 - CLE 10:15 8h 46m 1 Stop (YWG) Winnipeg
ORDChicago O'Hare International Airport 12:57

MCOOrlando International Airport 07:45
YWGWinnipeg J.A. Richardson Intl Airport 15:31

CLECleveland Hopkins International Airport 10:15
8h 46m (2h 08m)
1 Stop YWG · Winnipeg 2h 08m
United Airlines (UA 5748)Embraer 175

United Airlines (UA 2004)Boeing 737 800
United Airlines (UA 5748)
- -
- -
- -
- -
- F
- -
- -

12:57 ORD

10:15 CLE

8Hrs, 46m 1 Stop (YWG)
ORDChicago O'Hare International Airport 12:57 - CLE 10:15 8h 46m 1 Stop (YWG) Winnipeg
ORDChicago O'Hare International Airport 12:57

MCOOrlando International Airport 07:45
YWGWinnipeg J.A. Richardson Intl Airport 15:31

CLECleveland Hopkins International Airport 10:15
8h 46m (2h 08m)
1 Stop YWG · Winnipeg 2h 08m
United Airlines (UA 5748)Embraer 175

United Airlines (UA 2004)Boeing 737 Max 8 Passenger
United Airlines (UA 5748)
- M
- T
- W
- T
- -
- -
- S

08:00 MCO

15:00 YWG

8Hrs, 00m 1 Stop (YUL)
MCOOrlando International Airport 08:00 - YWG 15:00 8h 1 Stop (YUL) Montréal
MCOOrlando International Airport 08:00

YULMontreal Pierre Elliott Trudeau Int Airport 13:00
YULMontreal Pierre Elliott Trudeau Int Airport 11:15

YWGWinnipeg J.A. Richardson Intl Airport 15:00
8h (1h 45m)
1 Stop YUL · Montréal 1h 45m
Air Canada (AC 1639)Airbus

Air Canada (AC 373)Airbus
Air Canada (AC 1639)
- M
- T
- W
- T
- F
- S
- S

09:40 MCO

15:31 YWG

6Hrs, 51m 1 Stop (ORD)
MCOOrlando International Airport 09:40 - YWG 15:31 6h 51m 1 Stop (ORD) Chicago
MCOOrlando International Airport 09:40

ORDChicago O'Hare International Airport 12:57
ORDChicago O'Hare International Airport 11:50

YWGWinnipeg J.A. Richardson Intl Airport 15:31
6h 51m (1h 07m)
1 Stop ORD · Chicago 1h 07m
United Airlines (UA 2341)Airbus A321 Neo

United Airlines (UA 5748)Embraer 175
United Airlines (UA 2341)
- M
- T
- W
- T
- F
- S
- S

12:25 MCO

21:07 YWG

9Hrs, 42m 1 Stop (YYZ)
MCOOrlando International Airport 12:25 - YWG 21:07 9h 42m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 12:25

YYZToronto Lester B Pearson Intl Airport 19:30
YYZToronto Lester B Pearson Intl Airport 15:16

YWGWinnipeg J.A. Richardson Intl Airport 21:07
9h 42m (4h 14m)
1 Stop YYZ · Toronto 4h 14m
Air Canada (AC 1675)Airbus

Air Canada (AC 269)Airbus A220 300
Air Canada (AC 1675)
- M
- T
- W
- -
- F
- S
- S

12:25 MCO

21:07 YWG

9Hrs, 42m 1 Stop (YYZ)
MCOOrlando International Airport 12:25 - YWG 21:07 9h 42m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 12:25

YYZToronto Lester B Pearson Intl Airport 19:30
YYZToronto Lester B Pearson Intl Airport 15:16

YWGWinnipeg J.A. Richardson Intl Airport 21:07
9h 42m (4h 14m)
1 Stop YYZ · Toronto 4h 14m
Air Canada (AC 1675)Airbus

Air Canada (AC 269)Airbus A220 300
Air Canada (AC 1675)
- -
- -
- -
- T
- -
- -
- -

13:30 MCO

20:17 YWG

7Hrs, 47m 1 Stop (YUL)
MCOOrlando International Airport 13:30 - YWG 20:17 7h 47m 1 Stop (YUL) Montréal
MCOOrlando International Airport 13:30

YULMontreal Pierre Elliott Trudeau Int Airport 18:15
YULMontreal Pierre Elliott Trudeau Int Airport 16:44

YWGWinnipeg J.A. Richardson Intl Airport 20:17
7h 47m (1h 31m)
1 Stop YUL · Montréal 1h 31m
Air Canada (AC 1637)Airbus

Air Canada (AC 375)Airbus
Air Canada (AC 1637)
- M
- T
- W
- T
- -
- S
- S

13:30 MCO

20:17 YWG

7Hrs, 47m 1 Stop (YUL)
MCOOrlando International Airport 13:30 - YWG 20:17 7h 47m 1 Stop (YUL) Montréal
MCOOrlando International Airport 13:30

YULMontreal Pierre Elliott Trudeau Int Airport 18:15
YULMontreal Pierre Elliott Trudeau Int Airport 16:44

YWGWinnipeg J.A. Richardson Intl Airport 20:17
7h 47m (1h 31m)
1 Stop YUL · Montréal 1h 31m
Air Canada (AC 1637)Airbus

Air Canada (AC 375)Airbus
Air Canada (AC 1637)
- -
- -
- -
- -
- F
- -
- -

16:05 MCO

00:02 YWG

8Hrs, 57m 1 Stop (YYZ)
MCOOrlando International Airport 16:05 - YWG 00:02 8h 57m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 16:05

YYZToronto Lester B Pearson Intl Airport 22:25
YYZToronto Lester B Pearson Intl Airport 19:04

YWGWinnipeg J.A. Richardson Intl Airport 00:02
8h 57m (3h 21m)
1 Stop YYZ · Toronto 3h 21m
Air Canada (AC 1673)Airbus

Air Canada (AC 271)Airbus
Air Canada (AC 1673)
- M
- T
- -
- T
- F
- S
- S

16:05 MCO

23:22 YWG

8Hrs, 17m 1 Stop (YYZ)
MCOOrlando International Airport 16:05 - YWG 23:22 8h 17m 1 Stop (YYZ) Toronto
MCOOrlando International Airport 16:05

YYZToronto Lester B Pearson Intl Airport 21:45
YYZToronto Lester B Pearson Intl Airport 19:04

YWGWinnipeg J.A. Richardson Intl Airport 23:22
8h 17m (2h 41m)
1 Stop YYZ · Toronto 2h 41m
Air Canada (AC 1673)Airbus

Air Canada (AC 271)Airbus
Air Canada (AC 1673)
- -
- -
- W
- -
- -
- -
- -

Sorry, there are no schedules matching your filters. Try removing one. reset

What’s the most popular airline flying from Orlando to Winnipeg?

The most popular airline flying from Orlando to Winnipeg is WestJet. Find the latest flight deals on Wego.

How far is Winnipeg from Orlando?

The flight distance between Orlando and Winnipeg is 2723km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 07:00. The last flight of the day departs at 07:00. See the full list of flight times on Wego.

Popular Airlines Flying From Orlando to Winnipeg

WestJet ‏()

Popular Destinations From Winnipeg

Popular Destinations From Orlando

Popular Hotels in Winnipeg

Hotels In Popular Destinations

Wego searches for the best deals on these sites & many more