Northwest Chicago Luxury Vacations

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Top Luxury vacation packages in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Eaglewood Resort and Spa

Eaglewood Resort and Spa

¥229,944
per person
Oct 5 - Oct 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,249 reviews)
The Westin Chicago Northwest

The Westin Chicago Northwest

¥237,659
per person
Oct 5 - Oct 7
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,015 reviews)
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4 Night Luxury vacations in Northwest Chicago

Price found within the past 48 hours. Click for updated prices.
Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL

¥312,151
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
8.4/10 Very Good! (1,269 reviews)
Hyatt Place Itasca

Hyatt Place Itasca

¥312,900
per person
Sep 20 - Sep 24
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,236 reviews)
Everything was ok, except the shuttle Service , we were yrs sling with an infant and kid getting into university, which offcourse means lot of luggage and we had a Bus to catch, and one of the primary reasons we took this hotel because it was close to hotel and easy to commute with a big Family and enormous luggage. We went ahead and booked the hotel shuttle well in advance but when the time came and we were running on critical route shuttle wasn’t available, we had few college errands which we needed to meet and local construction and traffic added 15 mins to shuttle scheduled time. We don’t know this area so estimates can always go wrong by 15 mins. But that doesn’t mean hotel Won’t consider this family with kids who spent 3 nights there and give some grace. A courtesy call could have been atleast helpful that you can’t wait. So that we could have planned alternative. Fortunately we were able to arrange Ubers and reach bus stop at nick of time. This got us into enormous stress as we were traveling with a renege and a toddler. We expected better from a Hyatt group of hotels ! Good learning for us tangent can’t depend on certain caveats.

Reviewed on Aug 18, 2026

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Top Luxury Northwest Chicago Hotels

Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

1998 North Roselle Road Schaumburg IL
  • 4 min drive from Woodfield Mall
Visit Holiday Inn Chicago - Schaumburg by IHG for a relaxing stay in Schaumburg. Sought-after amenities at this hotel include an indoor pool, a restaurant, and ...
Holiday Inn Chicago - Schaumburg by IHG
Renaissance Schaumburg Convention Center Hotel

Renaissance Schaumburg Convention Center Hotel

1551 Thoreau Dr N Schaumburg IL
  • 20 min walk from Woodfield Mall
Treat yourself to a luxury stay at Renaissance Schaumburg Convention Center Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and ...
Renaissance Schaumburg Convention Center Hotel
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

1800 East Golf Rd Schaumburg IL
  • 9 min walk from Woodfield Mall
Treat yourself to some luxurious accommodations at Hyatt Regency Schaumburg Chicago, where you can enjoy amenities like pillowtop beds, rainfall showers, and ...
8.6/10 Excellent! (1,414 reviews)
"Clean rooms, friendly staff, and an overall very good experience.Just keep in mind that the hotel is in Schaumburg about 20-30 min drive from downtown Chicago, so a car is recommended. My only complain is the bathroom ventilation.For a Hyatt hotel, i don't think it's acceptable to have no proper ..."

Reviewed on Aug 18, 2026

Hyatt Regency Schaumburg Chicago
See all 3,904 properties in Northwest Chicago
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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Northwest Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.