
Ashton Vacation Packages
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Top Ashton Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Swissotel - Chicago
Downtown Chicago
Price was CA $2,163, price is now CA $1,359 per person
CA $1,359
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.
Reviewed on May 16, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $2,256, price is now CA $1,425 per person
CA $1,425
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.
Reviewed on May 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $4,447, price is now CA $2,861 per person
CA $2,861
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Great view and room was very clean!
Reviewed on May 17, 2026
Ashton Hotel Deals

Home2 Suites by Hilton Dekalb
575 S ANNIE GLIDDEN RD DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 25 to May 26
CA $182
CA $206 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (447 reviews)
Breakfast was above average. Room clean, and well kept. Staff was friendly.
Reviewed on May 18, 2026

Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $157 per night from May 31 to Jun 1
CA $157
CA $178 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
Staff was friendly and helpful and the breakfast was great!
Reviewed on May 16, 2026

Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from May 21 to May 22
CA $94
CA $104 total
May 21 - May 22
includes taxes & fees
8.2/10 Very Good! (994 reviews)
We arrived late at night. The agent was pleasant, professional and efficient. The room was comfortable and clean.
Reviewed on May 12, 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.








