
Great Lakes Luxury Vacations
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Top Luxury vacation packages in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Omni Chicago Hotel
Downtown Chicago
Price was ₩1,261,054, price is now ₩884,314 per person
₩884,314
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Traveling as a family of 4 with 2 teenagers and we could not have picked a better place to stay. We were able to see all the sights, eat all the Chicago food and shop until we dropped. I would absolutely stay here again.
Reviewed on Jul 3, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,254,361, price is now ₩1,617,928 per person
₩1,617,928
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The shower temp was about on the hot side no matter how low you had it. The bed& room were overall great
Reviewed on Jul 3, 2026

The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,268,322, price is now ₩1,696,016 per person
₩1,696,016
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.
Reviewed on Jul 2, 2026

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ₩1,202,052, price is now ₩919,256 per person
₩919,256
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (2,222 reviews)
Clean Room, great staff and good location.
Reviewed on Jul 2, 2026

Thompson Chicago, by Hyatt
Downtown Chicago
Price was ₩1,221,395, price is now ₩943,132 per person
₩943,132
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,392 reviews)
Gorgeous property, excellent view and room was very clean. Staff were friendly and helpful.
Reviewed on Jun 21, 2026
5* Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,254,361, price is now ₩1,617,928 per person
₩1,617,928
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The shower temp was about on the hot side no matter how low you had it. The bed& room were overall great
Reviewed on Jul 3, 2026

The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,268,322, price is now ₩1,696,016 per person
₩1,696,016
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.
Reviewed on Jul 2, 2026

Shangri-La Toronto
Downtown Toronto
Price was ₩4,596,364, price is now ₩3,866,610 per person
₩3,866,610
per person
Sep 5 - Sep 9
found 9 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Toronto (YYZ)
9.6/10 Exceptional! (1,287 reviews)
Attentive staff aimed to please. Great onsite food and beverage options.
Reviewed on Jun 30, 2026
3 Night Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Omni Chicago Hotel
Downtown Chicago
Price was ₩1,261,054, price is now ₩884,314 per person
₩884,314
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Traveling as a family of 4 with 2 teenagers and we could not have picked a better place to stay. We were able to see all the sights, eat all the Chicago food and shop until we dropped. I would absolutely stay here again.
Reviewed on Jul 3, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,254,361, price is now ₩1,617,928 per person
₩1,617,928
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
The shower temp was about on the hot side no matter how low you had it. The bed& room were overall great
Reviewed on Jul 3, 2026

The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was ₩2,268,322, price is now ₩1,696,016 per person
₩1,696,016
per person
Sep 2 - Sep 5
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Everything was mostly great. Except it was a bit overpriced (especially the spa) and minibar person kept adding stuff I didn't use to my bill. Also they don't tell you what perks you have depending on your reservation. You have to ask. Also I stayed in a junior suite for 8 days and they wouldn't give me a late check out. Finally, they begrudgingly have me an hour after I reminded them I spent almost $9,000 dollars there. Gee, thanks. Front desk guy at check in was mostly unhelpful although he was friendly and polite. Tons of great stuff.
Reviewed on Jul 2, 2026
4 Night Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Fairmont Royal York
Downtown Toronto
Price was ₩3,668,768, price is now ₩3,250,824 per person
₩3,250,824
per person
Sep 5 - Sep 9
found 9 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Toronto (YYZ)
9/10 Wonderful! (8,252 reviews)
When we checked in, we were told that we would be upgraded as it was our first visit to Fairmont Royal York. Great, we thought but when we got to our room on 11th floor, we questioned what we had been upgraded from. It was a smallish room with no extra special facilities or amenities. When we queried what level of room we had booked, we were told that 11- 173 was the same size and grade as we had booked but this room had new furniture and was luxury. Not quite what had hoped for when being told we had an upgrade! This room was not what you would describe as luxury. Fairly cramped, huge work desk (why? I'm on holiday and there probably was a business area downstairs) and one tiny easy chair tucked in the corner facing away from tv.
However, the most disappointing factor was the sauna and steam rooms. We had booked this hotel as a treat at the end of a long trip around East Coast Canada hoping to have time to chill and relax together. Instead there I was - Billy no mates sitting in the steam room on my own! The hotel has designed the sauna and steam rooms to be only accessible from the male and female changing rooms. Single sex relaxation is the order of the day! Great that same sex couples can enjoy time together but discriminating against others.
We were expecting top end luxury but it was disappointing. Does this hotel rely too much on previous history and not respond to needs of today's clientele?
Reviewed on Jul 3, 2026

Shangri-La Toronto
Downtown Toronto
Price was ₩4,596,364, price is now ₩3,866,610 per person
₩3,866,610
per person
Sep 5 - Sep 9
found 9 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Toronto (YYZ)
9.6/10 Exceptional! (1,287 reviews)
Attentive staff aimed to please. Great onsite food and beverage options.
Reviewed on Jun 30, 2026

Top Luxury Great Lakes Hotels

The Omni King Edward Hotel
37 King St E Toronto ON
Discover luxurious lodging at The Omni King Edward Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. Deluxe amenities ...
9.6/10 Exceptional! (2,646 reviews)
"My FAVORITE hotel that I’ve stayed at in the past 6 months! Very clean, the food service is great and the staff was lovely! If you’re ever in downtown Toronto, this is the place to stay!"
Reviewed on Jul 2, 2026

Fairmont Royal York
100 Front St West Toronto ON
Treat yourself to a luxury stay at Fairmont Royal York, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The 3 bars, indoor ...
9/10 Wonderful! (8,294 reviews)
"When we checked in, we were told that we would be upgraded as it was our first visit to Fairmont Royal York. Great, we thought but when we got to our room on 11th floor, we questioned what we had been upgraded from. It was a smallish room with no extra special facilities or amenities. When we queried ..."
Reviewed on Jul 3, 2026

Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Trump International Hotel & Tower Chicago is a lush 5-star boutique property where you can be treated to deep soaking bathtubs and pillowtop beds. The spa, indoor ...
9.6/10 Exceptional! (1,914 reviews)
"The shower temp was about on the hot side no matter how low you had it. The bed& room were overall great"
Reviewed on Jul 3, 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
