Vacations Close To The Highlands of Elgin

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The Highlands of Elgin Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Motel Edgebrook Chicago North Shore by OYO

Motel Edgebrook Chicago North Shore by OYO

2 out of 5
Forest Glen
Price was $918, price is now $723 per person
$723
per person
Dec 24 - Jan 1
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Chicago (ORD)
Everything was good for the price and super easy to go to the downtown

Reviewed on Nov 11, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $1,606, price is now $1,102 per person
$1,102
per person
Dec 21 - Dec 28
found 10 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was $1,576, price is now $1,136 per person
$1,136
per person
Dec 21 - Dec 28
found 10 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Price was $1,126, price is now $829 per person
$829
per person
Dec 24 - Dec 31
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Chicago (ORD)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was $1,323, price is now $1,012 per person
$1,012
per person
Dec 21 - Dec 28
found 10 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)
Amazing great staff, very friendly front desk! Clean rooms and amazing views.

Reviewed on Nov 15, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was $1,080, price is now $829 per person
$829
per person
Dec 21 - Dec 28
found 10 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)
A

Reviewed on Nov 12, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was $1,059, price is now $817 per person
$817
per person
Dec 21 - Dec 28
found 10 hours ago
Roundtrip flight included
San Diego (SAN) to Chicago (ORD)
Charged for an extra night that we didn’t stay and called and was told a reimbursement was completed. Five days later, the full charge for the night we didn’t stay posted in my account and with no reimbursement. When I called again, was told there was nothing they could do because the reimbursement was “released” and I would have to wait to talk to a manager when they arrived which would not be until the nighttime hours.

Reviewed on Nov 14, 2026

The Den Hotel

The Den Hotel

2 out of 5
Lakeview
Price was $1,216, price is now $943 per person
$943
per person
Dec 24 - Jan 1
found 5 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Chicago (ORD)

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Best Lodging Options Near The Highlands of Elgin

Geneva Motel Inn

Geneva Motel Inn

2 out of 5
100 South Tyler Rd St. Charles IL
11.34 km from The Highlands of Elgin
Book a stay at this business-friendly hotel in St. Charles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Country Inn & Suites by Radisson, Schaumburg, IL

Country Inn & Suites by Radisson, Schaumburg, IL

3 out of 5
1401 North Roselle Road Schaumburg IL
19.3 km from The Highlands of Elgin
Book a stay at this family-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Chicago-Carol Stream

Hampton Inn Chicago-Carol Stream

2.5 out of 5
205 W North Ave Carol Stream IL
19.7 km from The Highlands of Elgin
Stay at this hotel in Carol Stream. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

2.5 out of 5
1300 E Higgins Rd Schaumburg IL
21.63 km from The Highlands of Elgin
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Quality Inn Schaumburg - Chicago near the Mall

Quality Inn Schaumburg - Chicago near the Mall

2.5 out of 5
600 North Martingale Rd Schaumburg IL
22.52 km from The Highlands of Elgin
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hollywood Casino Aurora

Hollywood Casino Aurora

2 out of 5
2500 N Farnsworth Ave Aurora IL
23.79 km from The Highlands of Elgin
Book a stay at this spa hotel in Aurora. Enjoy a full-service spa, 9 restaurants, and a 24-hour fitness center. Popular attractions Chicago Premium Outlets and ...
Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
23.2 km from The Highlands of Elgin
Book a stay at this spa resort in Itasca. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
24.2 km from The Highlands of Elgin
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
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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.