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 $963, price is now $674 per person
$674
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,893, price is now $1,118 per person
$1,118
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,369, price is now $1,487 per person
$1,487
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,384, price is now $990 per person
$990
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,384, price is now $1,013 per person
$1,013
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Good location and parking, but the room has poor soundproofing, we can here the noise from outside

Reviewed on Oct 2, 2026

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 $1,240, price is now $917 per person
$917
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,343, price is now $997 per person
$997
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $971, price is now $727 per person
$727
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!

Reviewed on Oct 2, 2026

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Best Lodging Options Near Lake Michigan

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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
The Weathervane Inn

The Weathervane Inn

2.5 out of 5
4527 Dowling St Montague MI
70.19 km from Lake Michigan
Stay at this hotel in Montague. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
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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.