Exclusive Lake Michigan Vacation Deals

Lake Michigan vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,434, price is now CA $1,067 per person
CA $1,067
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,717, price is now CA $1,241 per person
CA $1,241
per person
Nov 19 - Nov 23
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,342, price is now CA $1,727 per person
CA $1,727
per person
Nov 11 - Nov 14
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,718, price is now CA $1,355 per person
CA $1,355
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,934, price is now CA $1,537 per person
CA $1,537
per person
Nov 19 - Nov 23
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was CA $1,601, price is now CA $1,274 per person
CA $1,274
per person
Nov 11 - Nov 15
found 9 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Lake Michigan?
Adventure awaits in Lake Michigan, with Travelocity vacation packages from as low as CA $1,067. Including hotels and flights, these great deals make it really easy to experience all corners of the world.
Where can I get the best vacation package deals for Lake Michigan?
There are excellent Lake Michigan package deals to be scored with Travelocity. Did you know we partner with as many as 400 airlines and 665,000 worldwide properties? Remember this when you're ready to check another place off your must-see list.
Why should I purchase my Lake Michigan vacation package with Travelocity?
From our 24/7 support to our range of fantastic destinations, we're committed to giving you the vacation of a lifetime. All you need to do is to click and book — our Price Match Guarantee will make sure you lock in the lowest price.
Can I go on vacation to Lake Michigan at this time?
Don't plan your trip to Lake Michigan without the facts about quarantine policies and travel restrictions. Travelocity's Covid-19 Travel Advisor will fill in the blanks. Our travel experts have pulled together all the info you need to make your vacation as hassle-free as possible.

Top Lake Michigan hotel deals

Blue Harbor Resort and Conference Center

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
The price is CA $262 per night
CA $262
CA $335 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this beach resort in Sheboygan. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Blue Harbor Resort & Conference Center Water Park and John Michael Kohler Arts Center are located nearby.
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
CA $156 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions American Family Field and Fiserv Forum are located nearby.
Four Points by Sheraton Milwaukee North Shore

Four Points by Sheraton Milwaukee North Shore

3 out of 5
8900 N Kildeer Ct Milwaukee WI
Free cancellation
Reserve now, pay when you stay
The price is CA $132 per night
CA $132
CA $153 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Walter Schroeder Aquatic Center and Ray's MTB Indoor Mountain Bike Park are located nearby.
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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.