South Suburbs Honeymoon Vacations
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Flight and Honeymoon hotel deals in South Suburbs
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 $2,965, price is now CA $1,891 per person
CA $1,891
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
I loved it here and will definitely stay again.
Reviewed on May 18, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,410, price is now CA $2,288 per person
CA $2,288
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,721 reviews)
Parking was easy. The hotel breakfast and regular menu was really good! Elevators were at times a little inconvenient, but nothing too bad
Reviewed on May 19, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $2,379, price is now CA $1,605 per person
CA $1,605
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very Good! (2,707 reviews)
The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation.
Other than that we had a very enjoyable stay. The location is great!
Reviewed on May 19, 2026
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View all trips5* Honeymoon holidays in South Suburbs
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $3,532, price is now CA $2,434 per person
CA $2,434
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,863 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $4,962, price is now CA $3,765 per person
CA $3,765
per person
Jul 28 - Aug 2
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Wonderful Hotel will definitely be looking forward to going back.
Reviewed on Apr 25, 2026
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View all trips3 Night Honeymoon holidays in South Suburbs
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 $1,890, price is now CA $1,297 per person
CA $1,297
per person
Jun 26 - Jun 29
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
I loved it here and will definitely stay again.
Reviewed on May 18, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
Price was CA $1,842, price is now CA $1,294 per person
CA $1,294
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
Great hotel. Loved the lobby and our room. Would definitely stay here again.
Reviewed on May 19, 2026
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View all trips4 Night Honeymoon holidays in South Suburbs
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 $1,870, price is now CA $1,271 per person
CA $1,271
per person
Jun 27 - Jul 1
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,505 reviews)
I loved it here and will definitely stay again.
Reviewed on May 18, 2026
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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.
