
Exclusive Lake Michigan Vacation Deals

Lake Michigan vacation package deals
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Prospect Heights by IHG
Price was CA $1,485, price is now CA $1,016 per person
CA $1,016
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Grove National Historic Landmark and Northbrook Sports Complex are located nearby.

Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,576, price is now CA $1,087 per person
CA $1,087
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe Country Club are located nearby.

Hyatt Place Itasca
Price was CA $1,543, price is now CA $1,068 per person
CA $1,068
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this business-friendly hotel in Itasca. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and Allstate Arena are located nearby.

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown Chicago
Price was CA $1,659, price is now CA $1,205 per person
CA $1,205
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.

Great Wolf Lodge Illinois
Price was CA $1,578, price is now CA $1,158 per person
CA $1,158
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Six Flags Great America and Gurnee Mills are located nearby.

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
Price was CA $1,861, price is now CA $1,376 per person
CA $1,376
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Frequently asked questions
Top Lake Michigan hotel deals

Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $224 per night
CA $224
CA $264 total
Jul 7 - Jul 8
includes taxes & fees
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Potawatomi Bingo Casino are located nearby.
Parking included
Free WiFi

The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $252 per night
CA $252
CA $297 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.

AmericInn by Wyndham Glendale/Milwaukee
5110 N Port Washington Rd Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
CA $132 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Milwaukee River Walk and Fiserv Forum are located nearby.
Breakfast included
Pet-friendly
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.