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CA $445 Cheap Flights from Winnipeg (YWG) to Worcester (ORH)

View CA $445 flight on Thu, Nov 19, 2026Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Worcester, MA (ORH-Worcester Regional)

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Cheap flights from Winnipeg (YWG) to Worcester (ORH)

Prices were available within the past 7 days and start at CA $445 for one-way flights and CA $813 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Tue, Oct 27 - Tue, Nov 10
YWG
Winnipeg
ORH
Worcester
CA $813 Roundtrip, found 3 days ago
CA $813
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Oct 27 from Winnipeg to Worcester, returning Tue, Nov 10, priced at CA $813 found 3 days ago
WestJet
Mon, Nov 9 - Fri, Nov 20
YWG
Winnipeg
ORH
Worcester
CA $820 Roundtrip, found 5 days ago
CA $820
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Nov 9 from Winnipeg to Worcester, returning Fri, Nov 20, priced at CA $820 found 5 days ago
WestJet
Tue, Oct 27 - Sun, Nov 8
YWG
Winnipeg
ORH
Worcester
CA $822 Roundtrip, found 5 days ago
CA $822
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, Oct 27 from Winnipeg to Worcester, returning Sun, Nov 8, priced at CA $822 found 5 days ago
WestJet
Mon, Oct 5 - Thu, Oct 15
YWG
Winnipeg
ORH
Worcester
CA $843 Roundtrip, found 5 days ago
CA $843
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Oct 5 from Winnipeg to Worcester, returning Thu, Oct 15, priced at CA $843 found 5 days ago
Delta
Sat, Nov 7 - Sun, Nov 22
YWG
Winnipeg
ORH
Worcester
CA $843 Roundtrip, found 5 days ago
CA $843
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Nov 7 from Winnipeg to Worcester, returning Sun, Nov 22, priced at CA $843 found 5 days ago
Delta
Sat, Oct 31 - Tue, Nov 17
YWG
Winnipeg
ORH
Worcester
CA $847 Roundtrip, found 5 days ago
CA $847
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Oct 31 from Winnipeg to Worcester, returning Tue, Nov 17, priced at CA $847 found 5 days ago
WestJet
Mon, Oct 5 - Mon, Oct 26
YWG
Winnipeg
ORH
Worcester
CA $864 Roundtrip, found 3 days ago
CA $864
Roundtrip
found 3 days ago
Select WestJet flight, departing Mon, Oct 5 from Winnipeg to Worcester, returning Mon, Oct 26, priced at CA $864 found 3 days ago
WestJet
Wed, Oct 28 - Tue, Nov 10
YWG
Winnipeg
ORH
Worcester
CA $866 Roundtrip, found 3 days ago
CA $866
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, Oct 28 from Winnipeg to Worcester, returning Tue, Nov 10, priced at CA $866 found 3 days ago
WestJet
Mon, Nov 9 - Wed, Nov 25
YWG
Winnipeg
ORH
Worcester
CA $873 Roundtrip, found 5 days ago
CA $873
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Nov 9 from Winnipeg to Worcester, returning Wed, Nov 25, priced at CA $873 found 5 days ago
WestJet
Wed, Oct 28 - Sun, Nov 8
YWG
Winnipeg
ORH
Worcester
CA $876 Roundtrip, found 5 days ago
CA $876
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Oct 28 from Winnipeg to Worcester, returning Sun, Nov 8, priced at CA $876 found 5 days ago

Frequently asked questions

How much does a flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) cost?
You can find one-way and return flights from YWG to ORH with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when YWG to ORH ticket fares go up or down.
What is the cheapest month to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
The cheapest months to fly from YWG to ORH are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
Enter YWG to ORH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
To find a cheap flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
There are approximately 2 connecting flights per day from Winnipeg James Armstrong Richardson Intl. (YWG) to Worcester Regional (ORH). Some common connection points include O'Hare Intl. (ORD), Minneapolis - St. Paul Intl. (MSP), and Pearson Intl. (YYZ).
What is the earliest flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from YWG to ORH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
There are no nonstop flights from Winnipeg James Armstrong Richardson Intl. (YWG) to Worcester Regional (ORH). Flights with two or more stops typically take around 9 hours 30 minutes, covering a distance of approximately 2,120 kilometers. Keep in mind that actual travel times can vary based on your specific routing, layover durations, and factors like wind patterns.
Can you fly business or first class from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
Select the "Business class" and "First class" filters when looking for YWG to ORH flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) flight with Expedia?
It's easy to earn miles on a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) at the last minute?
Typically, booking a last minute flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) flight and hotel package?
Securing a Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional)?
If you booked your Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) to Worcester, MA (ORH-Worcester Regional) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Worcester Regional
Roundtrip price
CA $812
Distance
2105 km

Book with confidence

Winnipeg to Worcester Flights

The easy way to book your flights from Winnipeg to Worcester 

With Expedia, it’s simple to find and book flights to Worcester from Winnipeg whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Worcester Regional, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Winnipeg to Worcester today, tomorrow, or this week.  

 

Save dollars with cheap flights from Winnipeg James Armstrong Richardson Intl., YWG to Worcester Regional, ORH 

Sort your search results by price to find great deals on your flight from Winnipeg to Worcester—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Worcester from Winnipeg currently is just CA $813 rising to CA $876.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Worcester  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Worcester from Winnipeg 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Worcester with Expedia today.

Winnipeg to Worcester Flights

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*Available to Expedia members.