Family-Friendly Hotels in Oak Street, IL: Compare 10+ Sites & Save

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  6.  Oak Street

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179 Best Family-Friendly Hotels in Oak Street (Starting from $123)

Thompson Chicago, by Hyatt
Thompson Chicago, by Hyatt
Hotel
Chicago, IL, USA
0.1k from Oak Street center

Accommodations, Parking, Romantic, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay, Family

8.8

Fabulous

358 reviews

$210
Average price / night
Check Availability
Waldorf Astoria Chicago
Waldorf Astoria Chicago
Hotel
11 E. Walton Street, Chicago, IL, 60611, United States
0.2k from Oak Street center

AC, Babysitting, Bar, Breakfast Available, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour

9.4

Superb

1004 reviews

$511
Average price / night
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The Talbott, Autograph Collection
The Talbott, Autograph Collection
Hotel
Chicago, IL, USA
0.2k from Oak Street center

Accommodations, Parking, Romantic, Pet-friendly, 4-star, Lodgings, Places to stay, Family, Accessible hotels

7.3

Good

14 reviews

$285
Average price / night
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Pendry Chicago
Pendry Chicago
Hotel
230 North Michigan Avenue, Chicago, IL, 60601, United States
1.6k from Oak Street center

AC, Babysitting, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

9.4

Superb

1132 reviews

$340
Average price / night
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Four Seasons Chicago
Four Seasons Chicago
Hotel
Chicago, IL, USA
0.2k from Oak Street center

Luxury, Cheap, Accommodations, Pools, Parking, Spa, Romantic, Pet-friendly, 5-star

8.9

Fabulous

158 reviews

$663
Average price / night
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Chic 4-Bedroom with Skyline Views, Firepit and Gym
Chic 4-Bedroom with Skyline Views, Firepit and Gym
Hotel
Chicago, IL, 60642, United States
2.2k from Oak Street center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Heater, Internet

8.0

Good

2 reviews

$355
Average price / night
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ENVITAE Hotel 4 Bedroom Luxury Apartments
ENVITAE Hotel 4 Bedroom Luxury Apartments
Hotel
853 W Blackhawk St, Chicago, IL, 60642, United States
2.2k from Oak Street center

AC, Business Services, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Microwave, No Smoking

9.6

Exceptional

14 reviews

$445
Average price / night
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The Drake Hotel
The Drake Hotel
Hotel
Chicago, IL, USA
0.2k from Oak Street center

Accommodations, Parking, Romantic, Boutique, Hilton , Pet-friendly, 4-star, Lodgings, Places to stay

8.3

Very Good

596 reviews

$198
Average price / night
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The Blackstone, Autograph Collection
The Blackstone, Autograph Collection
Hotel
636 S Michigan Ave, Chicago, IL, 60605, United States
3.0k from Oak Street center

AC, Bar, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Frontdesk 24 Hour, Housekeeping

9.0

Fabulous

1007 reviews

$262
Average price / night
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The Whitehall Hotel - BW Premier Collection
The Whitehall Hotel - BW Premier Collection
Hotel
Chicago, IL, USA
0.2k from Oak Street center

Accommodations, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.7

Good

1108 reviews

$149
Average price / night
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Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
Hotel
Chicago, IL, USA
0.3k from Oak Street center

Wheelchair Accessible, Air Conditioner, Fireplace/Heating, Tv, Security/Safety, Parking, Sports/Activities

8.0

Good

1661 reviews

$156
Average price / night
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Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent Mile
Hotel
Chicago, IL, USA
0.3k from Oak Street center

Luxury, Accommodations, Parking, Romantic, Boutique, Pet-friendly, 5-star, Lodgings, Places to stay

8.8

Fabulous

1397 reviews

$256
Average price / night
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The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
Hotel
Chicago, IL, USA
0.3k from Oak Street center

Cheap, Accommodations, Parking, Spa, Romantic, Boutique, Pet-friendly, 4-star, Lodgings

8.5

Very Good

419 reviews

$196
Average price / night
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Sonesta ES Suites Chicago Downtown Magnificent Mile Medical
Sonesta ES Suites Chicago Downtown Magnificent Mile Medical
Hotel
Chicago, IL, USA
0.4k from Oak Street center

Cheap, Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Self-catering

8.1

Very Good

2502 reviews

$179
Average price / night
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Hilton Chicago Magnificent Mile Suites
Hilton Chicago Magnificent Mile Suites
Hotel
Chicago, IL, USA
0.4k from Oak Street center

Accommodations, Parking, Romantic, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

1908 reviews

$161
Average price / night
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Park Hyatt Chicago
Park Hyatt Chicago
Hotel
Chicago, IL, USA
0.4k from Oak Street center

Luxury, Cheap, Accommodations, Pools, Parking, Spa, Boutique, Pet-friendly, 5-star

9.2

Superb

86 reviews

$551
Average price / night
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The Peninsula Chicago
The Peninsula Chicago
Hotel
Chicago, IL, USA
0.5k from Oak Street center

Accommodations, Pools, Parking, Spa, Romantic, Boutique, Pet-friendly, 5-star, Lodgings

9.4

Superb

248 reviews

$625
Average price / night
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The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
Hotel
Chicago, IL, USA
0.5k from Oak Street center

Luxury, Accommodations, Pools, Parking, Spa, Romantic, Pet-friendly, 5-star, Lodgings

8.6

Fabulous

54 reviews

$492
Average price / night
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Claridge House
Claridge House
Hotel
Chicago, IL, USA
0.6k from Oak Street center

Cheap, Accommodations, Parking, Spa, Boutique, Pet-friendly, 4-star, Lodgings, Places to stay

8.4

Very Good

582 reviews

$234
Average price / night
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Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile
Hotel
Chicago, IL, USA
0.7k from Oak Street center

Accommodations, Parking, Romantic, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

7.6

Good

578 reviews

$166
Average price / night
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Omni Chicago Hotel
Omni Chicago Hotel
Hotel
Chicago, IL, USA
0.7k from Oak Street center

Cheap, Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.6

Fabulous

918 reviews

$266
Average price / night
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Residence Inn by Marriott Chicago Downtown Magnificent Mile
Residence Inn by Marriott Chicago Downtown Magnificent Mile
Hotel
Oak Street, Chicago, Illinois, USA
0.7k from Oak Street center

Luxury, Cheap, Accommodations, Parking, Pet-friendly, 5-star, Lodgings, Places to stay, Family

9.0

Fabulous

230 reviews

$199
Average price / night
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Warwick Allerton Chicago
Warwick Allerton Chicago
Hotel
Oak Street, Chicago, Illinois, USA
0.7k from Oak Street center

Cheap, Accommodations, Parking, Romantic, Boutique, 4-star, Lodgings, Places to stay, Family

8.3

Very Good

6820 reviews

$123
Average price / night
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Eurostars Magnificent Mile
Eurostars Magnificent Mile
Hotel
Chicago, IL, USA
0.7k from Oak Street center

Accommodations, Parking, Spa, Romantic, Boutique, 4-star, Lodgings, Places to stay, Accessible hotels

8.7

Fabulous

3230 reviews

$189
Average price / night
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Homewood Suites by Hilton Chicago Downtown - Magnificent Mile
Homewood Suites by Hilton Chicago Downtown - Magnificent Mile
Hotel
Chicago, IL, USA
0.7k from Oak Street center

Accommodations, Parking, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay, Family, Self-catering

7.8

Good

889 reviews

$183
Average price / night
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Kasa Magnificent Mile Chicago
Kasa Magnificent Mile Chicago
Hotel
Chicago, IL, USA
0.7k from Oak Street center

Luxury, Cheap, Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Family

9.1

Superb

685 reviews

$1240
Average price / night
Check Availability
Level Chicago Old Town
Level Chicago Old Town
Hotel
Chicago, IL, USA
0.8k from Oak Street center

Luxury, Accommodations, Pools, Parking, Spa, Pet-friendly, 5-star, Lodgings, Jacuzzis

New to Booking
$270
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family-Friendly Hotels in Oak Street.

Where to stay in Oak Street? Best neighborhoods & areas

Oak Street Family-Friendly Hotels on the Map

Frequently Asked Questions

You can explore 179 verified family-friendly hotels in Oak Street. These include kid-friendly resorts, suite-style accommodations, and hotels designed to make traveling with children more comfortable.

Prices for family-friendly hotels in Oak Street vary depending on the season, room size, and occupancy. Rates typically start from around $123 per night, with larger family suites or peak travel dates often costing more.

Many family-friendly hotels in Oak Street offer cribs, pack-and-play options, or rollaway beds upon request. Availability and fees can vary, so it’s helpful to review the property details before booking.

Yes, some hotels in Oak Street offer dedicated kids' clubs, play areas, and supervised activities. These features can help keep children entertained and give parents more flexibility during their stay.

For busy travel periods such as school holidays or summer months, it’s a good idea to book 60 to 90 days in advance to secure the best options. During quieter periods, you may find more availability closer to your travel dates.

Family-friendly hotels in Oak Street often include amenities such as Child Friendly, Accessibility, and Guest Services. These features are designed to make stays more convenient and comfortable for both adults and children.

Yes, some hotels in Oak Street cater to both families and pets. Currently, 36 listings allow pets, although policies may vary. You can filter your search to find accommodations that welcome both children and pets.