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Check availability on Oak Lawn Family-Friendly Hotels

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oak Lawn Family-Friendly Hotels

Premium Private Quadruple Room, 4 Twin Beds | Premium bedding, in-room safe, blackout curtains, iron/ironing board
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2622)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is 1.758.282 ₫
2.528.294 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Freehand Chicago
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2992)
"Great stay"
Canada
Lorrington Ashford
The price is 1.924.909 ₫
3.033.463 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1955)
"A good place for stay "
United States
Julio
The price is 2.413.979 ₫
2.833.770 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Club Quarters Hotel Wacker at Michigan, Chicago
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3430)
"Great stay!"
United States
Rose
The price is 2.196.204 ₫
2.578.125 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (349)
"love this place definitely coming back !"
United States
Dayanara
The price is 1.668.114 ₫
1.958.199 ₫ total
includes taxes & fees
22 Dec - 23 Dec
FOUND Hotel Chicago River North
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2267)
"Perfect environment and location"
China
YIWEI
The price is 2.464.974 ₫
3.791.494 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3029)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is 1.687.360 ₫
2.754.615 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2767)
"Great food clean room friendly staff"
United States
MARINA
The price is 2.299.028 ₫
3.472.534 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1742)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
The price is 2.088.425 ₫
2.451.601 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown South Loop
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1475)
"Loved this hotel, great location, pet friendly."
United States
Tracy
The price is 1.924.118 ₫
3.032.535 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Claridge House Chicago, Tapestry Collection by Hilton
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.
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Top Oak Lawn Hotel Reviews

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Frequently asked questions

What's Oak Lawn like for family-friendly holidays?
The welcoming destination of Oak Lawn is a great choice if you've been thinking about a holiday with the children. The sporting events, musical theatre and restaurants are just a few things that make this an attractive family holiday destination. Fly into Chicago Midway Airport (MDW), which is the closest airport, or Chicago O'Hare International Airport (ORD), which is located 19.5 mi (31.4 km) from the city centre.
When's the best time to book a family-friendly holiday in Oak Lawn?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Oak Lawn is 1187 mm.
What's there to see and do with your family in Oak Lawn?
While you are holidaying in Oak Lawn, you and the family may want to see some interesting spots such as Chicago Ridge Shopping Mall and Michigan Avenue. Make sure that you have plenty of time to take in activities in the area such as Wrigley Field, United Center and Soldier Field.
What's the best way for us to get around Oak Lawn?
If you want to explore the larger area, hop on a train at Oak Lawn Station. Oak Lawn may not have many public transport options, so consider renting a car to explore more.