Ashton Vacation Packages
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Top Ashton Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,196, price is now CA $858 per person
CA $858
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Amazing experience will be back soon
Reviewed on Mar 29, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,927, price is now CA $1,298 per person
CA $1,298
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Clean room , staff are friendly , breakfast is amazing just the rooftop bar was closed due to the winter season
Reviewed on Mar 31, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,418, price is now CA $1,058 per person
CA $1,058
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
Big shoutout to Marina. Thank you for the hospitality and being so kind and helpful to me during my stay. Chicago is great!!
Reviewed on Mar 30, 2026
voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
Price was CA $1,494, price is now CA $1,127 per person
CA $1,127
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (3,717 reviews)
Rooms were great!!! Loved my whole stay…
Reviewed on Mar 30, 2026
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,599, price is now CA $1,212 per person
CA $1,212
per person
May 14 - May 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Ashton Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Apr 13 to Apr 14
CA $172
CA $195 total
Apr 13 - Apr 14
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Everything was wonderful
Reviewed on Mar 30, 2026
Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
The price is CA $181 per night from Apr 19 to Apr 20
CA $181
CA $206 total
Apr 19 - Apr 20
includes taxes & fees
9.2/10 Wonderful! (430 reviews)
Breakfast is always good. I would like to see fruit, oatmeal, cinnamon rolls, or danish as options.
Reviewed on Mar 31, 2026
Comfort Inn DeKalb - University Area
W Lincoln Hwy, 1314,1314 DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 21 to Apr 22
CA $111
CA $126 total
Apr 21 - Apr 22
includes taxes & fees
7/10 Good! (297 reviews)
Safe parking and area.
Reviewed on Mar 27, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
