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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $981, price is now $653 per person
$653
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,544, price is now $897 per person
$897
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Exceptionally clean

Reviewed on Sep 11, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,347, price is now $1,470 per person
$1,470
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,754, price is now $1,111 per person
$1,111
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,479, price is now $967 per person
$967
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,460, price is now $958 per person
$958
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) 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 $1,642, price is now $1,121 per person
$1,121
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
The breakfast was very expensive and our eggs and potatoes were cold and they gave my mom the wrong bread

Reviewed on Sep 11, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,761, price is now $1,227 per person
$1,227
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

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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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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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.