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Lake Michigan Vacation Packages

Lake Michigan Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport

2 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, a free airport shuttle, and a 24-hour fitness center. Our guests praise the comfy rooms and the overall value in our reviews. Popular attractions Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Book a stay at this eco-certified hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise the comfy rooms and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the comfy rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the comfy rooms and the property condition in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 4 beach bars, and a rooftop terrace. Our guests praise the bar in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the comfy beds in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the room service and the property condition in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the comfy rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 17
found 9 hours ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the comfy rooms and the property condition in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

3-4 Night Vacations in Lake Michigan

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)

Lake Michigan Last Minute Hotel Deals

Blue Harbor Resort and Conference Center
Blue Harbor Resort and Conference Center
3 out of 5
725 Blue Harbor Drive, Sheboygan, WI
Stay at this 3-star beach resort in Sheboygan. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Blue Harbor Resort & Conference ...
Blue Harbor Resort and Conference Center
Hilton Milwaukee City Center
Hilton Milwaukee City Center
4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Book a stay at this historic hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Fiserv Forum and Harley-Davidson Museum ...
Hilton Milwaukee City Center
Saint Kate - The Arts Hotel
Saint Kate - The Arts Hotel
4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions ...
Saint Kate - The Arts Hotel
The Pfister Hotel
The Pfister Hotel
4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Book a stay at this spa hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the comfy rooms in our reviews. ...
The Pfister Hotel
Motel 6 Milwaukee, WI - Glendale
Motel 6 Milwaukee, WI - Glendale
2 out of 5
5485 N Port Washington Rd, Milwaukee, WI
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Milwaukee River Walk and Fiserv Forum are located ...
Motel 6 Milwaukee, WI - Glendale
Drury Plaza Hotel Milwaukee Downtown
Drury Plaza Hotel Milwaukee Downtown
3 out of 5
700 N. Water Street, Milwaukee, WI
Stay at this 3-star business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the comfy rooms and ...
Drury Plaza Hotel Milwaukee Downtown
Hyatt Regency Milwaukee
Hyatt Regency Milwaukee
4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fiserv Forum and Harley-Davidson ...
Hyatt Regency Milwaukee
AmericInn by Wyndham Glendale/Milwaukee
AmericInn by Wyndham Glendale/Milwaukee
2.5 out of 5
5110 N Port Washington Rd, (772), Milwaukee, WI
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 ...
AmericInn by Wyndham Glendale/Milwaukee
See all 20,153 properties in Lake Michigan
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.

Book the perfect getaway to Lake Michigan

With Hotwire, booking your next trip to United States of America is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Lake Michigan while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Lake Michigan flight and hotel package for as low as $293.

Living it up in United States of America means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Lake Michigan, United States of America vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Lake Michigan for some of the best accommodations and flight deals.

FAQs about cheap Lake Michigan packages:

How to get cheap vacation deals to Lake Michigan?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $64.

How much are Lake Michigan packages?

Vacation packages to Lake Michigan vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $293.

How to find cheap car rentals near Lake Michigan?

Hotwire partners with some of the most reliable car rental companies in United States of America to bring you the best car rental deals in Lake Michigan for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Lake Michigan now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Lake Michigan right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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