Vacations Close To Market Square

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Market Square Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Hoxton, Chicago

The Hoxton, Chicago

4 out of 5
Downtown Chicago
Price was $1,129, price is now $968 per person
$968
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $1,279, price is now $1,067 per person
$1,067
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
A tried and tested hotel that I love for business travel

Reviewed on Oct 19, 2026

Hotel Arista

Hotel Arista

4.5 out of 5
Price was $1,144, price is now $1,008 per person
$1,008
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Chicago (ORD)
Outstanding modern hotel with luxurious rooms, great helpful staff with a very nice bar area with plenty of free parking. Located approximately 20 minutes from downtown Chicago in a beautiful area next to a major highway. I would highly recommend this hotel.

Reviewed on Oct 18, 2026

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Best Lodging Options Near Market Square

Deer Path Inn

Deer Path Inn

2 out of 5
255 East Illinois Road Lake Forest IL
0.29 km from Market Square
Stay at this hotel in Lake Forest. Enjoy premium bedding and a restaurant. Popular attractions Market Square and Forest Park Beach are located nearby.
Hilton Garden Inn Lake Forest Mettawa

Hilton Garden Inn Lake Forest Mettawa

3 out of 5
26225 North Riverwoods Boulevard Lake Forest IL
5.2 km from Market Square
Book a stay at this golf hotel in Lake Forest. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Sunset Motel

Sunset Motel

2 out of 5
511 Rockland Rd Lake Bluff IL
3.96 km from Market Square
Stay at this motel in Lake Bluff. Enjoy free WiFi, free parking, and a garden. Popular attractions Asylum Skate Park and Middlefork Savanna Forest Preserve are ...
By The Way Motel Lake Bluff

By The Way Motel Lake Bluff

2 out of 5
123 Skokie Hwy Lake Bluff IL
4.22 km from Market Square
Stay at this motel in Lake Bluff. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Asylum Skate Park and Middlefork Savanna Forest ...
The Forester Hotel, part of Unscripted by Hyatt

The Forester Hotel, part of Unscripted by Hyatt

3 out of 5
200 N FIELD DRIVE Lake Forest IL
4.88 km from Market Square
Book a stay at this business-friendly hotel in Lake Forest. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in ...
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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.