Vacations Close To Lake Michigan

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Lake Michigan Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $621, price is now $477 per person
$477
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
They do not have any parking what so ever. 24 hour parking is $61.00 not too far from there. There is no in and out so we ended up paying $183.00 in parking for a 2 night stay.

Reviewed on Sep 13, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,228, price is now $806 per person
$806
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Exceptional Hotel and Staff.

Reviewed on Sep 13, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $852, price is now $603 per person
$603
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $933, price is now $682 per person
$682
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $951, price is now $701 per person
$701
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

River Hotel

River Hotel

4 out of 5
Downtown Chicago
Price was $732, price is now $553 per person
$553
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

Stay One Chicago

Stay One Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,215, price is now $919 per person
$919
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,451, price is now $1,109 per person
$1,109
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Excellent staff.

Reviewed on Sep 8, 2026

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Best Lodging Options Near Lake Michigan

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
71.84 km from Lake Michigan
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 ...
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
72.23 km from Lake Michigan
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 ...
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd Milwaukee WI
67.38 km from Lake Michigan
Stay at this motel in Milwaukee. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
72.02 km from Lake Michigan
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
71.92 km from Lake Michigan
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
73.32 km from Lake Michigan
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

3 out of 5
5110 N Port Washington Rd Milwaukee WI
67.78 km from Lake Michigan
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 ...
Sybaris Pool Suites Mequon

Sybaris Pool Suites Mequon

2.5 out of 5
10240 Cedarburg Rd, Hwy. 57 Mequon WI
66.36 km from Lake Michigan
Stay at this hotel in Mequon. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Walter Schroeder Aquatic Center and Lynden Sculpture Garden ...
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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.