Cheap Flights from Winnipeg to Orlando
Browse current best options from Winnipeg. Become a member to unlock all deals and get alerts when new deals appear.
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Winnipeg
RatePunk searches hundreds of travel sites at once for deals on flights to Orlando
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
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Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Winnipeg to Orlando
Explore current cheapest deals departing from Winnipeg to Orlando
Round trip
Sort by: Cheapest
July 16 - July 23
YWG - Orlando
$360
$316
Round trip
July 16 - July 31
YWG - Orlando
$333
$331
Round trip
November 3 - November 18
YWG - Orlando
$438
$334
Round trip
July 13 - July 21
YWG - Orlando
$355
$348
Round trip
July 13 - July 22
YWG - Orlando
$354
$348
Round trip
July 13 - July 23
YWG - Orlando
$345
$348
Round trip
October 20 - October 27
YWG - Orlando
$505
$355
Round trip
September 13 - September 28
YWG - Orlando
$350
$360
Round trip
October 11 - October 21
YWG - Orlando
$488
$361
Round trip
September 12 - September 28
YWG - Orlando
$349
$361
Round trip
Unlock all 500+ flight deals to Orlando and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Winnipeg to Orlando
How much is a round trip from Winnipeg to Orlando
Regular price: $294 - $542
Prices for flights from Winnipeg to Orlando are currently within the regular range.
The regular price range for flights from Winnipeg to Orlando is between $294 and $542. The current lowest deal is $316 with WestJet for travel from Jul 16-Jul 23.
now $316
Low $294
High $542
The cheapest time to fly from Winnipeg to Orlando
The cheapest month to fly from Winnipeg to Orlando is May, with a median price of $315. The most expensive month is July, with a median price of $847. Prices are generally lower from January to November.
May
Flights from $315
July
Flights from $847
Direct flights from Winnipeg to Orlando
WestJet
Last-minute flights going from Winnipeg to Orlando
Wed, Jul 1
YWG - Orlando
Winnipeg (YWG) - Orlando (MCO)
Deutsche Luft Hansa
$377
$417
One-way
Thu, Jul 2
YWG - Orlando
Winnipeg (YWG) - Orlando (MCO)
Deutsche Luft Hansa
$382
$417
One-way
Fri, Jul 3
YWG - Orlando
Winnipeg (YWG) - Orlando (SFB)
WestJet
$523
$413
One-way
Sat, Jul 11
YWG - Orlando
Winnipeg (YWG) - Orlando (MCO)
Deutsche Luft Hansa
$364
$417
One-way
Mon, Jul 13
YWG - Orlando
Winnipeg (YWG) - Orlando (MCO)
WestJet
$355
$348
One-way
Mon, Jul 13
YWG - Orlando
Winnipeg (YWG) - Orlando (MCO)
WestJet
$354
$348
One-way
Biggest price drops on these dates for flights from Winnipeg to Orlando
Dec 8 - Dec 15
$808 → $379
53%
Dec 1 - Dec 8
$808 → $396
51%
Dec 1 - Dec 15
$785 → $383
51%
Dec 11 - Dec 19
$813 → $424
48%
Popular Airports to fly from Winnipeg to Orlando
Winnipeg - Orlando route insights
💸 Price insights
Recent fares are below the typical level
Recent fares from Winnipeg to Orlando are below the typical level, with a median price of $450.
📅 Best time to fly
May is historically the cheapest month
Historically, May is the cheapest month to fly from Winnipeg to Orlando, with a median price of $315.
⏱️ Flight duration
Connecting flights average 21h 14m
The typical flight duration for this route, which is connecting dominant, is 21 hours 14 minutes.
✈️ Airlines & availability
Deals are frequent on this route
Deals for flights from Winnipeg to Orlando are frequent, with over 1 deal per day historically.
🏆 Airline highlight
WestJet offers direct flights
WestJet is an airline that has historically offered direct flights on the Winnipeg to Orlando route.
🎯 Booking tip
Consider connecting flights for more options
With only 4.2% direct flights, considering connecting flights can offer more choices.
Winnipeg main airports to depart from
Winnipeg James Armstrong Richardson International (YWG)
Winnipeg James Armstrong Richardson International Airport is a good option for flights from Winnipeg to Orlando.
📍 ~10 km from city center (reachable by car)
💸 Flights from ~$316
Orlando main airports to arrive at
Orlando International (MCO)
Orlando International Airport is a primary arrival airport for flights from Winnipeg to Orlando.
📍 ~15 km from city center (reachable by car)
💸 Flights from ~$316
Orlando Sanford International (SFB)
Orlando Sanford International Airport offers an alternative arrival option for flights from Winnipeg to Orlando.
📍 ~40 km from city center (reachable by car)
💸 Flights from ~$476
Airports nearby Orlando used as alternative
Tampa International (TPA)
Tampa International is a major international hub with high flight frequency and an extensive route network.
📍 ~135 km from destination city (reachable by car)
💸 Flights from ~$303
Daytona Beach International (DAB)
Daytona Beach International is the closest alternative and offers a less crowded terminal experience.
📍 ~80 km from destination city (reachable by car)
💸 Flights from ~$548
Orlando Melbourne International (MLB)
Orlando Melbourne International is a convenient alternative, especially for travelers on the east side of Orlando.
📍 ~70 km from destination city (reachable by car)
💸 Flights from ~$503
St. Pete–Clearwater International (PIE)
St. Pete–Clearwater International is a major base for low-cost carriers, providing budget-friendly options.
📍 ~150 km from destination city (reachable by car)
💸 Flights from ~$496
Sarasota–Bradenton International (SRQ)
Sarasota–Bradenton International is a full-service airport with a growing number of direct domestic connections.
📍 ~180 km from destination city (reachable by car)
💸 Flights from ~$475
Business & First Class Flight Deals to Orlando
Discover luxury on the budget with premium cabin class on flights from Winnipeg to Orlando.
Elite
Best Elite deals to Orlando
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From YWG
Elite
Jul 10
Orlando, United States
89% AI deal score
$1,633
$949
Save $684
From YWG
Elite
Jul 15
Orlando, United States
88% AI deal score
$1,678
$1,002
Save $676
From YWG
Elite
Jul 10
Orlando, United States
88% AI deal score
$1,633
$1,006
Save $627
From YWG
Elite
Jul 10
Orlando, United States
88% AI deal score
$1,643
$1,006
Save $637
From YWG
Elite
Jul 08
Orlando, United States
87% AI deal score
$1,612
$1,021
Save $591
From YWG
Elite
Jul 11
Orlando, United States
87% AI deal score
$1,633
$1,040
Save $593
From YWG
Elite
Jul 15
Orlando, United States
87% AI deal score
$1,638
$1,059
Save $579
From YWG
Elite
Aug 03
Orlando, United States
87% AI deal score
$1,951
$1,235
Save $716
From YWG
Elite
Aug 02
Orlando, United States
87% AI deal score
$1,970
$1,250
Save $720
From YWG
Elite
Jul 09
Orlando, United States
86% AI deal score
$1,610
$1,048
Save $562
From YWG
Elite
Jul 03
Orlando, United States
86% AI deal score
$1,601
$1,093
Save $508
From YWG
Elite
Aug 02
Orlando, United States
86% AI deal score
$1,914
$1,211
Save $703
From YWG
Elite
Aug 09
Orlando, United States
86% AI deal score
$1,926
$1,232
Save $694
From YWG
Elite
Aug 02
Orlando, United States
86% AI deal score
$1,948
$1,251
Save $697
From YWG
Elite
Jul 16
Orlando, United States
85% AI deal score
$1,633
$1,105
Save $528
From YWG
Elite
Jul 09
Orlando, United States
85% AI deal score
$1,610
$1,105
Save $505
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,639
$1,109
Save $530
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,639
$1,113
Save $526
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,633
$1,113
Save $520
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,643
$1,118
Save $525
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,643
$1,119
Save $524
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,641
$1,128
Save $513
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,637
$1,136
Save $501
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,642
$1,148
Save $494
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,642
$1,148
Save $494
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,643
$1,148
Save $495
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,643
$1,148
Save $495
From YWG
Elite
Jul 10
Orlando, United States
85% AI deal score
$1,642
$1,148
Save $494
From YWG
Elite
Jul 22
Orlando, United States
84% AI deal score
$1,633
$1,179
Save $454
From YWG
Elite
Aug 08
Orlando, United States
83% AI deal score
$1,511
$1,191
Save $320
From YWG
Elite
Jul 08
Orlando, United States
83% AI deal score
$1,610
$1,185
Save $425
From YWG
Elite
Jul 11
Orlando, United States
83% AI deal score
$1,641
$1,204
Save $437
From YWG
Elite
Jul 16
Orlando, United States
83% AI deal score
$1,641
$1,208
Save $433
From YWG
Elite
Jul 09
Orlando, United States
83% AI deal score
$1,611
$1,208
Save $403
From YWG
Elite
Jul 09
Orlando, United States
83% AI deal score
$1,605
$1,212
Save $393
From YWG
Elite
Jul 16
Orlando, United States
83% AI deal score
$1,633
$1,212
Save $421
From YWG
Elite
Jul 09
Orlando, United States
83% AI deal score
$1,606
$1,212
Save $394
From YWG
Elite
Jul 23
Orlando, United States
83% AI deal score
$1,639
$1,212
Save $427
From YWG
Elite
Jul 23
Orlando, United States
83% AI deal score
$1,633
$1,213
Save $420
From YWG
Elite
Jul 16
Orlando, United States
83% AI deal score
$1,643
$1,217
Save $426
From YWG
Elite
Jul 09
Orlando, United States
83% AI deal score
$1,615
$1,217
Save $398
From YWG
Elite
Jul 16
Orlando, United States
83% AI deal score
$1,643
$1,218
Save $425
From YWG
Elite
Jul 09
Orlando, United States
83% AI deal score
$1,615
$1,218
Save $397
From YWG
Elite
Aug 21
Orlando, United States
82% AI deal score
$1,471
$1,191
Save $280
From YWG
Elite
Aug 28
Orlando, United States
82% AI deal score
$1,459
$1,191
Save $268
From YWG
Elite
Aug 18
Orlando, United States
82% AI deal score
$1,459
$1,191
Save $268
From YWG
Elite
Aug 29
Orlando, United States
82% AI deal score
$1,464
$1,191
Save $273
From YWG
Elite
Aug 20
Orlando, United States
82% AI deal score
$1,471
$1,191
Save $280
From YWG
Elite
Aug 10
Orlando, United States
82% AI deal score
$1,503
$1,191
Save $312
From YWG
Elite
Jul 15
Orlando, United States
82% AI deal score
$1,574
$1,193
Save $381
From YWG
Elite
Jul 16
Orlando, United States
82% AI deal score
$1,643
$1,236
Save $407
From YWG
Elite
Jul 16
Orlando, United States
82% AI deal score
$1,643
$1,236
Save $407
From YWG
Elite
Jul 23
Orlando, United States
82% AI deal score
$1,641
$1,236
Save $405
From YWG
Elite
Jul 23
Orlando, United States
82% AI deal score
$1,643
$1,236
Save $407
From YWG
Elite
Jul 23
Orlando, United States
82% AI deal score
$1,639
$1,242
Save $397
From YWG
Elite
Jul 16
Orlando, United States
82% AI deal score
$1,644
$1,247
Save $397
From YWG
Elite
Jul 09
Orlando, United States
82% AI deal score
$1,615
$1,247
Save $368
From YWG
Elite
Jul 03
Orlando, United States
82% AI deal score
$1,608
$1,257
Save $351
From YWG
Elite
Oct 10
Orlando, United States
77% AI deal score
$1,655
$1,294
Save $361
From YWG
Elite
Oct 14
Orlando, United States
77% AI deal score
$1,655
$1,294
Save $361
From YWG
Elite
Jul 07
Orlando, United States
76% AI deal score
$1,414
$1,191
Save $223
From YWG
Elite
Oct 10
Orlando, United States
76% AI deal score
$1,584
$1,292
Save $292
From YWG
Elite
Sep 08
Orlando, United States
76% AI deal score
$1,603
$1,292
Save $311
From YWG
Elite
Aug 03
Orlando, United States
76% AI deal score
$1,570
$1,304
Save $266
From YWG
Elite
Sep 12
Orlando, United States
76% AI deal score
$1,841
$1,404
Save $437
From YWG
Elite
Jul 14
Orlando, United States
75% AI deal score
$1,379
$1,191
Save $188
From YWG
Elite
Jul 17
Orlando, United States
75% AI deal score
$1,379
$1,191
Save $188
From YWG
Elite
Jul 30
Orlando, United States
75% AI deal score
$1,355
$1,191
Save $164
From YWG
Elite
Jul 27
Orlando, United States
75% AI deal score
$1,357
$1,191
Save $166
From YWG
Elite
Jul 21
Orlando, United States
75% AI deal score
$1,379
$1,191
Save $188
From YWG
Elite
Jul 24
Orlando, United States
75% AI deal score
$1,357
$1,191
Save $166
From YWG
Elite
Dec 04
Orlando, United States
75% AI deal score
$1,507
$1,292
Save $215
From YWG
Elite
Oct 14
Orlando, United States
74% AI deal score
$1,437
$1,292
Save $145
From YWG
Elite
Oct 04
Orlando, United States
74% AI deal score
$1,436
$1,292
Save $144
From YWG
Elite
Jul 18
Orlando, United States
74% AI deal score
$1,659
$1,433
Save $226
From YWG
Elite
Jul 18
Orlando, United States
74% AI deal score
$1,643
$1,433
Save $210
From YWG
Elite
Jul 18
Orlando, United States
74% AI deal score
$1,637
$1,439
Save $198
From YWG
Elite
Jul 18
Orlando, United States
74% AI deal score
$1,642
$1,469
Save $173
From YWG
Elite
Sep 29
Orlando, United States
73% AI deal score
$1,378
$1,292
Save $86
From YWG
Elite
Sep 25
Orlando, United States
73% AI deal score
$1,378
$1,292
Save $86
From YWG
Elite
Sep 21
Orlando, United States
73% AI deal score
$1,403
$1,292
Save $111
From YWG
Elite
Sep 23
Orlando, United States
73% AI deal score
$1,378
$1,292
Save $86
From YWG
Elite
Sep 14
Orlando, United States
73% AI deal score
$1,403
$1,292
Save $111
From YWG
Elite
Sep 13
Orlando, United States
73% AI deal score
$1,401
$1,292
Save $109
From YWG
Elite
Sep 27
Orlando, United States
73% AI deal score
$1,378
$1,292
Save $86
From YWG
Elite
Sep 16
Orlando, United States
73% AI deal score
$1,403
$1,292
Save $111
From YWG
Elite
Nov 02
Orlando, United States
73% AI deal score
$1,417
$1,292
Save $125
From YWG
Elite
Nov 14
Orlando, United States
73% AI deal score
$1,416
$1,292
Save $124
From YWG
Elite
Nov 18
Orlando, United States
73% AI deal score
$1,416
$1,292
Save $124
From YWG
Elite
Jul 04
Orlando, United States
73% AI deal score
$1,430
$1,304
Save $126
From YWG
Elite
Jul 02
Orlando, United States
73% AI deal score
$1,425
$1,304
Save $121
From YWG
Elite
Jul 18
Orlando, United States
73% AI deal score
$1,633
$1,469
Save $164
From YWG
Elite
Jul 18
Orlando, United States
73% AI deal score
$1,640
$1,469
Save $171
From YWG
Elite
Jul 18
Orlando, United States
73% AI deal score
$1,639
$1,469
Save $170
From YWG
Elite
Jul 18
Orlando, United States
73% AI deal score
$1,639
$1,469
Save $170
From YWG
Elite
Sep 12
Orlando, United States
73% AI deal score
$1,841
$1,568
Save $273
From YWG
Elite
Oct 22
Orlando, United States
72% AI deal score
$1,450
$1,235
Save $215
From YWG
Elite
Jul 15
Orlando, United States
72% AI deal score
$1,379
$1,304
Save $75
From YWG
Elite
Aug 15
Orlando, United States
70% AI deal score
$2,128
From YWG
Elite
Aug 28
Orlando, United States
69% AI deal score
$2,352