Cheap flights from YWG to BOS (Winnipeg James Armstrong Richardson Intl. to Logan Intl.)

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Cheap Flights from YWG to BOS starting at $162 One Way, $430 Round Trip

Prices starting at $430 for return flights and $162 for one-way flights to Logan Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Aug 5 - Fri, Aug 7
YWG
Winnipeg
BOS
Boston
$430 Roundtrip, found 3 days ago
$430
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Aug 5 from Winnipeg to Boston, returning Fri, Aug 7, priced at $430 found 3 days ago
Wed, Aug 5 - Fri, Aug 7
YWG
Winnipeg
BOS
Boston
$496 Roundtrip, found 3 days ago
$496
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Aug 5 from Winnipeg to Boston, returning Fri, Aug 7, priced at $496 found 3 days ago
Thu, Jul 9 - Mon, Jul 13
YWG
Winnipeg
BOS
Boston
$508 Roundtrip, found 4 days ago
$508
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Thu, Jul 9 from Winnipeg to Boston, returning Mon, Jul 13, priced at $508 found 4 days ago
Tue, May 12 - Tue, May 19
YWG
Winnipeg
BOS
Boston
$551 Roundtrip, found 2 days ago
$551
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Tue, May 12 from Winnipeg to Boston, returning Tue, May 19, priced at $551 found 2 days ago
Tue, May 12 - Tue, May 19
YWG
Winnipeg
BOS
Boston
$576 Roundtrip, found 2 days ago
$576
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Tue, May 12 from Winnipeg to Boston, returning Tue, May 19, priced at $576 found 2 days ago

Hotel Ideas near Logan Intl.

Airport Hotels near Logan Intl.

Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
$192 nightly
The price is $224 total per night from Feb 13 to Feb 14
$224 total
Feb 13 - Feb 14
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
8.8/10 Excellent! (3,683 reviews)
Clean and comfortable, great view of the city and airplanes on approach to landing.

Reviewed on Feb 3, 2026

Hilton Boston Logan Airport
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Feb 8 to Feb 9
$139 total
Feb 8 - Feb 9
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,210 reviews)
The room was inspection ready and the staff was very kind, attentive to my needs and everyone had a smile. Raises should be given. My only suggestion is to give a better parking deal, for me it takes saving to enjoy a little getaway and paying for parking the whole weekend really hurts for a guy ...

Reviewed on Feb 2, 2026

Harborside Inn Of Boston
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$122 nightly
The price is $142 total per night from Feb 16 to Feb 17
$142 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,279 reviews)
Great place

Reviewed on Feb 6, 2026

Embassy Suites Boston Logan Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Boston

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
$136 nightly
The price is $159 total per night from Feb 22 to Feb 23
$159 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (3,110 reviews)
Beautiful lobby, comfortable room, excellent gym!

Reviewed on Feb 1, 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
$119 nightly
The price is $139 total per night from Feb 8 to Feb 9
$139 total
Feb 8 - Feb 9
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,210 reviews)
The room was inspection ready and the staff was very kind, attentive to my needs and everyone had a smile. Raises should be given. My only suggestion is to give a better parking deal, for me it takes saving to enjoy a little getaway and paying for parking the whole weekend really hurts for a guy ...

Reviewed on Feb 2, 2026

Harborside Inn Of Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$73 nightly
The price is $85 total per night from Feb 9 to Feb 10
$85 total
Feb 9 - Feb 10
Total with taxes and fees
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,445 reviews)
The staff was absolutely great!

Reviewed on Feb 5, 2026

The Revolution Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Boston Hotels With Airport Transportation

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

2.5 out of 5
85 American Legion Hwy Revere MA
$101 nightly
The price is $112 total per night from Feb 22 to Feb 23
$112 total
Feb 22 - Feb 23
Total with taxes and fees
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. ...
8.8/10 Excellent! (2,230 reviews)
Staff was very professional! Clean and spacious room. Definitely would stay here again!

Reviewed on Feb 2, 2026

Comfort Inn & Suites Logan International Airport
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
$122 nightly
The price is $142 total per night from Feb 16 to Feb 17
$142 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,279 reviews)
Great place

Reviewed on Feb 6, 2026

Embassy Suites Boston Logan Airport
Hilton Garden Inn Boston Logan Airport

Hilton Garden Inn Boston Logan Airport

3 out of 5
100 Boardman St Boston MA
$127 nightly
The price is $147 total per night from Feb 15 to Feb 16
$147 total
Feb 15 - Feb 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
9/10 Wonderful! (2,311 reviews)
Clean room

Reviewed on Feb 5, 2026

Hilton Garden Inn Boston Logan Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Boston Hotels

Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
$90 nightly
The price is $101 total per night from Feb 9 to Feb 10
$101 total
Feb 9 - Feb 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (2,332 reviews)
👍

Reviewed on Jan 12, 2026

Lakeside Inn
The Constitution Inn

The Constitution Inn

2.5 out of 5
150 3rd Ave Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions TD Garden and New England ...
Comfortable but bad parking situation
Only downside was the parking garage which cost $16/day and the ice machine was broken. Bed was very comfortable and staff was kind. Room was also clean and elevator was fast.

Reviewed on Oct 25, 2020

Get rates
The Constitution Inn
HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$88 nightly
The price is $102 total per night from Feb 16 to Feb 17
$102 total
Feb 16 - Feb 17
Total with taxes and fees
Stay at this hostel in Boston. Enjoy free WiFi, a 24-hour front desk, and a fireplace in the lobby. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,000 reviews)
Basic room and amenities. Staff was friendly. Nice place to stay in Boston on a budget. Very close to Wang Center.

Reviewed on Jan 24, 2026

HI Boston - Hostel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Boston

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street Waltham MA
$101 nightly
The price is $113 total per night from Feb 12 to Feb 13
$113 total
Feb 12 - Feb 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,747 reviews)
Room was very clean and spacious. All the necessary ammenties were available.

Reviewed on Feb 3, 2026

Embassy Suites by Hilton Boston Waltham
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
$105 nightly
The price is $117 total per night from Feb 16 to Feb 17
$117 total
Feb 16 - Feb 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (2,685 reviews)
Clean room, courteous staff, location to medical care. We will be back again in April.

Reviewed on Feb 5, 2026

Hyatt Place Boston/Braintree
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
116 Riverside Ave Medford MA
$110 nightly
The price is $123 total per night from Feb 22 to Feb 23
$123 total
Feb 22 - Feb 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,658 reviews)
Overall, things were fine. The closet door in our room was broken and couldn’t move. The heat wasn’t on in the gym and it was 55°. Breakfast was mediocre at best. Not even any real bacon and potatoes were undercooked. Gym equipment was fine. Staff were friendly. Room was quiet. Elevators were ...

Reviewed on Feb 6, 2026

Hyatt Place Boston/Medford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

YWG to BOS Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Frequently asked questions

Are there non-stop flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Logan Intl. Airport?
Heading from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Logan Intl. Airport (BOS)? Breaking up the trip is the only option you've got as there are no airlines that run nonstop on this route. However, Air Canada, United Airlines and Delta Air Lines offer the next best thing — a flight with just a single stopover.
What is the shortest flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to BOS?
The quickest you can fly from YWG to Logan Intl. Airport (BOS) is 4 hours and 55 minutes. Bring something extra to keep you out of mischief, like a gripping book or a sketch pad.
How many hours flight from YWG to Logan Intl. Airport?
Settle in and get comfy, because the average flight time from YWG to Logan Intl. Airport (BOS) is 4 hours and 58 minutes. Watch a few movies, get stuck into that book ... You'll have ample time to relax and unwind.
What airlines have the most flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Logan Intl. Airport (BOS)?
For now, there are no direct flights between YWG and BOS. However, you will be able to book a flight with at least one stop. There's always a positive side — use the time to get the blood moving again or go in search of a nice meal!

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.