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Toronto Vacations from ￥326,713

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The Latest Toronto Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Sep 18 - Sep 20

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    9.4/10 - Exceptional (4,807 reviews)
    "Good hotel, I’m just not entirely sure if the amenities and overall experience justify the price. Other than big building, prime location and a nice looking hobby, the hotel doesn’t really offer any differential amenity to any random half-priced hotel a few blocks away."
    Reviewed July 25, 2026
    Roundtrip • Tokyo (HND) - Chicago (ORD)
    HND - ORD • 1 stop ORD - HND • 1 stop
    ￥398,900
    ￥326,713
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • Exterior detail
    Oct 6 - Oct 11

    The Emily Hotel + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,315 reviews)
    Roundtrip • Tokyo (TYO) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥509,968
    ￥412,835
    per traveler
    found 17 hours ago
    The Emily Hotel
  • Premium bedding, pillowtop beds, in-room safe, desk
    Sep 19 - Sep 23

    Level Chicago - River North + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,040 reviews)
    "We had such a great stay! Only complaint was one of the blinds would not shut in one of the bedrooms, but we understood it was probably not fixable in the 2 days we were there. We were also upgraded to a better room upon arrival! Overall 10/10!"
    Reviewed July 23, 2026
    Roundtrip • Tokyo (HND) - Chicago (ORD)
    HND - ORD • 1 stop ORD - HND • 1 stop
    ￥480,118
    ￥396,062
    per traveler
    found 0 hours ago
    Level Chicago - River North
  • View from property
    Oct 6 - Oct 11

    ENVITAE Hotel 4 Bedroom Luxury Apartments + Flight

    Near North Side
    5 nights
    2.0 star property
    9.6/10 - Exceptional (19 reviews)
    Roundtrip • Tokyo (TYO) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥772,284
    ￥637,102
    per traveler
    found 17 hours ago
    ENVITAE Hotel 4 Bedroom Luxury Apartments
  • 2 restaurants; breakfast, lunch, and dinner served
    Oct 6 - Oct 11

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,782 reviews)
    Roundtrip • Tokyo (TYO) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥563,475
    ￥466,990
    per traveler
    found 17 hours ago
    LondonHouse Chicago, Curio Collection by Hilton

Toronto Hotel Deals

Bar (on property)

AmericInn by Wyndham Maquoketa

AmericInn by Wyndham Maquoketa
3.0 star property
22.6 km from Toronto
7.8 out of 10, Good, (411 reviews)
"The hot tub is broke….there is no game room we actually saw a cot in that room with beer bottles. The sheets were also dirty. There was a party downstairs and the people were so loud at night outside our room."
The price is ￥17,546
￥19,652 total
includes taxes & fees
Aug 23 - Aug 24
AmericInn by Wyndham Maquoketa
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.
See all properties in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.