$132 Cheap flight deals from Boston (BOS) to Oakville (YTO)

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This Weekend's Flight Deals from Boston to Oakville

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 23 - Sun, May 24
BOS
Logan Intl.
YKF
Region of Waterloo Intl.
$323 Roundtrip, found 5 days ago
$323
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, May 23 from Logan Intl. to Region of Waterloo Intl., returning Sun, May 24, priced at $323 found 5 days ago
Sat, May 23 - Sun, May 24
BOS
Logan Intl.
YHM
John C. Munro Hamilton Intl.
$323 Roundtrip, found 5 days ago
$323
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sat, May 23 from Logan Intl. to John C. Munro Hamilton Intl., returning Sun, May 24, priced at $323 found 5 days ago
Fri, May 22 - Wed, Jun 3
BOS
Logan Intl.
YTZ
Billy Bishop Toronto City
$400 Roundtrip, found 1 hour ago
$400
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Fri, May 22 from Logan Intl. to Billy Bishop Toronto City, returning Wed, Jun 3, priced at $400 found 1 hour ago
Sat, May 23 - Thu, Jun 4
BOS
Logan Intl.
YYZ
Pearson Intl.
$406 Roundtrip, just found
$406
Roundtrip
just found
Select Porter Airlines flight, departing Sat, May 23 from Logan Intl. to Pearson Intl., returning Thu, Jun 4, priced at $406 just found

Airfares from $132 One Way, $280 Round Trip from Boston to Oakville

Prices starting at $280 for return flights and $132 for one-way flights to Oakville were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Aug 6 - Mon, Aug 10
BOS
Boston
YYZ
Toronto
$280 Roundtrip, found 2 days ago
$280
Roundtrip
found 2 days ago
Select Air Canada flight, departing Thu, Aug 6 from Boston to Toronto, returning Mon, Aug 10, priced at $280 found 2 days ago
Tue, Jun 23 - Tue, Jul 7
BOS
Boston
YTZ
Toronto
$283 Roundtrip, found 2 hours ago
$283
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Tue, Jun 23 from Boston to Toronto, returning Tue, Jul 7, priced at $283 found 2 hours ago
Thu, Jun 4 - Fri, Jun 5
BOS
Boston
YKF
Kitchener
$318 Roundtrip, found 1 hour ago
$318
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Jun 4 from Boston to Kitchener, returning Fri, Jun 5, priced at $318 found 1 hour ago
Thu, Jun 4 - Fri, Jun 5
BOS
Boston
YHM
Hamilton
$318 Roundtrip, found 1 hour ago
$318
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Thu, Jun 4 from Boston to Hamilton, returning Fri, Jun 5, priced at $318 found 1 hour ago
Tue, May 26 - Tue, Jun 2
PVD
Providence
YYZ
Toronto
$390 Roundtrip, found 3 days ago
$390
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 26 from Providence to Toronto, returning Tue, Jun 2, priced at $390 found 3 days ago

Oakville economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Toronto/Markham Suites Conference Centre & Spa
4.0-star property

Hilton Toronto/Markham Suites Conference Centre & Spa

8.6/10 Excellent! (1,570 reviews)

Jul 6 - Jul 10

4 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Coach
Price was $797, price is now $560 per person
$560
per person
found 1 day ago
Yes Recommend having a microwave in each suite.

Reviewed on Jan 21, 2026

Hotel Riu Plaza Toronto
4.0-star property

Hotel Riu Plaza Toronto

9.2/10 Wonderful! (3,204 reviews)

Jul 6 - Jul 10

4 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Coach

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Coach
Price was $1,294, price is now $858 per person
$858
per person
found 1 day ago
Modern, clean, friendly and helpful staff. Great breakfast buffet.

Reviewed on Apr 23, 2026

South Landing Inn Niagara on the Lake
3.5-star property

South Landing Inn Niagara on the Lake

9.8/10 Exceptional! (109 reviews)

Jul 9 - Jul 13

4 night stay

Boston (BOS) to Toronto (YYZ)

Air Canada • Non-stop • Coach

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,166, price is now $1,469 per person
$1,469
per person
found 24 hours ago
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More About Flying To Oakville from Boston

Route Information for Flights from Boston to Oakville

Origin Airport IATA Code
BOS
Destination Airport IATA Code
YTO
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Oakville

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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.