Find hotels near Oak Street, Chicago from AED 578

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Oak Street hotels

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago, 1.5 km from Oak Street
10.0 out of 10, Exceptional, (514 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is AED 529
AED 621 total
includes taxes & fees
26 May - 27 May
The Sono Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,000 reviews)
"Great stay!"
United States
Dennis
The price is AED 2,112
AED 2,511 total
includes taxes & fees
25 May - 26 May
The Peninsula Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,000 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is AED 2,112
AED 2,511 total
includes taxes & fees
25 May - 26 May
The Langham, Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Streeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,003 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is AED 2,112
AED 2,511 total
includes taxes & fees
21 Jun - 22 Jun
Four Seasons Hotel Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,307 reviews)
"Great hotel, will definitely come back"
United States
Sam
The price is AED 584
AED 694 total
includes taxes & fees
25 May - 26 May
citizenM Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,424 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is AED 731
AED 987 total
includes taxes & fees
26 May - 27 May
The Royal Sonesta Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (2,505 reviews)
"I loved it here and will definitely stay again."
United States
Gina
The price is AED 708
AED 968 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Kinzie Hotel

Kinzie Hotel
4.0 star property
River North, 1.3 km from Oak Street
9.2 out of 10, Wonderful, (2,142 reviews)
"The staff was super friendly. The location was perfect and the room was very comfortable and clean."
United States
Tere
The price is AED 524
AED 766 total
includes taxes & fees
25 May - 26 May
Kinzie Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
River North, 1.1 km from Oak Street
9.2 out of 10, Wonderful, (2,597 reviews)
"Great hotel"
United States
Andrew
The price is AED 724
AED 978 total
includes taxes & fees
26 May - 27 May
The Royal Sonesta Chicago River North

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 1.6 km from Oak Street
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is AED 644
AED 869 total
includes taxes & fees
26 May - 27 May
Sports Illustrated Resorts Chicago

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 1.1 km from Oak Street
9.2 out of 10, Wonderful, (3,073 reviews)
"Great location ,service and staff "
United States
Tamar
The price is AED 779
AED 1,054 total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG

The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Theatre District, 2.5 km from Oak Street
9.4 out of 10, Exceptional, (359 reviews)
"We loves staying here"
United States
Petri
The price is AED 1,098
AED 1,306 total
includes taxes & fees
25 May - 26 May
The LaSalle Chicago, Autograph Collection by Marriott

The St. Regis Chicago

The St. Regis Chicago
5.0 star property
1.6 km from Oak Street
9.2 out of 10, Wonderful, (116 reviews)
"Great hotel, large pool - although I wish it was a bit warmer for my liking. The hot sauna though was a nice addition ( there is no hut tub in the pool area). Large gym was also great- unbelievable views of Lake Michigan and Navy Pier! "
United States
Beata
The price is AED 2,185
AED 2,598 total
includes taxes & fees
25 May - 26 May
The St. Regis Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 0.7 km from Oak Street
9.0 out of 10, Wonderful, (3,563 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is AED 588
AED 699 total
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 1.6 km from Oak Street
9.2 out of 10, Wonderful, (1,126 reviews)
"Overall amazing stay "
United States
Matthew
The price is AED 1,028
AED 1,374 total
includes taxes & fees
26 May - 27 May
Pendry Chicago

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 2.6 km from Oak Street
9.2 out of 10, Wonderful, (1,359 reviews)
"Great stay for a little weekend getaway.!"
United States
Jaylen
The price is AED 626
AED 744 total
includes taxes & fees
25 May - 26 May
Hilton Garden Inn Chicago Central Loop

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 1.4 km from Oak Street
9.4 out of 10, Exceptional, (3,721 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is AED 791
AED 1,048 total
includes taxes & fees
25 May - 26 May
LondonHouse Chicago, Curio Collection by Hilton

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago
4.5 star property
Magnificent Mile, 0.2 km from Oak Street
8.8 out of 10, Excellent, (1,147 reviews)
"Amazing stay and perfect location!"
Mexico
Ana Sofia Iracheta
The price is AED 485
AED 687 total
includes taxes & fees
25 May - 26 May
The Westin Michigan Avenue Chicago

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 0.9 km from Oak Street
8.8 out of 10, Excellent, (1,269 reviews)
"Happy with our stay!"
United States
Jennifer
The price is AED 493
AED 578 total
includes taxes & fees
25 May - 26 May
Ivy Boutique Hotel

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 1.6 km from Oak Street
9.0 out of 10, Wonderful, (1,005 reviews)
"Great hotel to stay."
United States
Josias
The price is AED 929
AED 1,212 total
includes taxes & fees
25 May - 26 May
theWit Chicago, a Hilton Hotel
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.

Compare popular hotels close to Oak Street

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
514 reviews
View
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,000 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,000 reviews
View
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view
Four Seasons Hotel Chicago
5.0 star property
9.4
Exceptional
1,003 reviews
View
Property amenity
citizenM Chicago Downtown
4.0 star property
9.4
Exceptional
4,307 reviews
View

Top Oak Street Hotel Reviews

Hotels near other Oak Street attractions

Find out more about Oak Street

Top reasons to visit Oak Street

  • Upscale Shopping: Oak Street is renowned for its luxury boutiques and designer stores, offering a premier shopping experience.
  • Beautiful Oak Street Beach: Enjoy relaxation and recreational activities at the stunning beach along Lake Michigan.
  • Cultural Enrichment: Explore nearby art museums and urban parks that showcase Chicago's rich culture and vibrant atmosphere.
  • Wildlife Encounters: Experience opportunities to connect with local wildlife in the surrounding parks and natural areas.
  • Diverse Accommodations: Choose from a variety of lodging options, including pet-friendly hotels and cozy apartments.

Find great hotels near Oak Street

Discover a variety of accommodation options along Oak Street, Chicago, designed to meet your every need. Whether you're seeking a pet-friendly hotel, a cozy apartment, or a business-friendly stay, the area offers diverse choices. With convenient access to Oak Street Beach and vibrant shopping experiences, you'll find the perfect place to relax and unwind during your visit to this iconic city.

  • Hyatt Regency Chicago: This 4-star hotel offers a vibrant city-themed experience located in the heart of the shopping district, only 1.4km from Oak Street. Ideal for travelers seeking a blend of urban excitement and nature, the Hyatt Regency Chicago features spacious rooms with stunning city views. Guests can indulge in various amenities, including a fitness center, on-site dining options, and access to nearby shopping venues. Its central location makes it perfect for those looking to explore the city while enjoying modern comforts.
  • The Whitehall Hotel, BW Premier Collection: Situated a mere 161m from Oak Street, this charming 4-star boutique hotel is perfect for pet-friendly travelers and business visitors alike. The Whitehall Hotel boasts uniquely designed rooms adorned with distinctive decor and artworks, creating a cozy yet sophisticated atmosphere. With a pet-friendly policy allowing pets onsite, guests can enjoy their stay worry-free. Additional amenities include business services and a welcoming ambiance, making it a great choice for those looking for a home away from home in the city.
  • LondonHouse Chicago, Curio Collection by Hilton: This luxurious 4.5-star hotel is located 1.4km from Oak Street and offers an exceptional spa-themed experience. LondonHouse Chicago welcomes LGBTQIA travelers and features a full-service spa with various relaxation options, including massages and hydrotherapy treatments. The hotel's rooftop bar provides breathtaking views of the city skyline, perfect for unwinding after a day of shopping in the nearby district. With modern design and a commitment to inclusivity, this hotel is a standout choice for discerning visitors.

Where to stay near Oak Street

Oak Street offers a delightful blend of experiences, from romantic strolls along its scenic beach to family-friendly parks nearby. Explore upscale shopping along the iconic Oak Street boutiques and enjoy the vibrant atmosphere of the surrounding neighborhoods. With picturesque locations and friendly locals, you'll find both relaxation and adventure just steps away from the beach, making it the perfect destination for any traveler seeking a unique urban experience.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Midwest, with Oak Street nestled within its bustling core. Known for its rich cultural scene, Chicago attracts travelers year-round, with peak visitor numbers from June to August. This city offers an ideal blend of family-friendly attractions, outdoor activities, and urban experiences. Don't miss the chance to explore its famous shopping districts, iconic theaters, and state-of-the-art sports facilities, all within easy reach. The local landmarks, including Millennium Park and Navy Pier, make Chicago a must-visit destination for any traveler.
  • Downtown Chicago: Situated in the very center of the city, Downtown Chicago is a lively neighborhood that encompasses Oak Street. With consistent visitor numbers throughout the year, it also sees peaks during the summer months. Families and outdoor enthusiasts flock to this area for its array of attractions, including renowned shopping spots, entertainment arenas, and theaters. Notable landmarks such as Grant Park and the Art Institute of Chicago are just a stone's throw away, providing ample opportunities for exploration and enjoyment in this vibrant urban landscape.
  • Magnificent Mile: Located a mere 644m from Oak Street, the Magnificent Mile is renowned for its upscale shopping and vibrant atmosphere. This neighborhood draws visitors year-round, particularly during the spring and summer seasons. Travelers come here for family activities and urban adventures, with easy access to shopping areas, educational venues, and entertainment facilities. Highlights include the iconic John Hancock Center and the scenic waterfront at the jetty pier, making the Magnificent Mile a perfect blend of leisure and excitement for any visitor.

Things to do near Oak Street

When visiting Oak Street in Chicago, you'll find a vibrant mix of activities, including shopping at upscale boutiques and exploring nearby city attractions. Don't miss the chance to enjoy water sports along the shores of Lake Michigan, where you can engage in various recreational activities. Additionally, the area offers opportunities for wildlife encounters, making it a well-rounded destination for any tourist.

Shopping

On Oak Street, you can explore the 900 North Michigan Shops, just 161m away, offering a vibrant mix of entertainment and family-friendly vibes. Also nearby is the Chicago Place Mall, 644m away, perfect for a family outing. Don’t miss the Harry Potter Shop Chicago, also 644m away, for some magical souvenirs.

Recreation

At Wrigley Field, immerse yourself in the energetic atmosphere of a live baseball game, just 6.4km from Oak Street. Enjoy soulful music at the House of Blues Chicago, only 1.4km away. For tranquility, visit Northerly Island Natural Area, a serene escape 4.8km from Oak Street.

Adventure

Embark on an adventure at Salt Creek Trail, a scenic hiking destination located 19.3km from Oak Street, offering beautiful outdoor vibes. For a splash of fun, visit Rainbow Falls Waterpark, situated 32.2km away, where you can enjoy thrilling water slides and family-friendly entertainment.

Nightlife

Experience the vibrant nightlife on Oak Street with a visit to the Chicago Theatre, offering romance and culture just 1.6km away. For a fun pub atmosphere, check out Dave & Buster's, only 483m away, or embark on an adventure at Amazing Chicago's Funhouse Maze, also 1.6km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Oak Street

To save money during your visit to Oak Street, consider traveling in the off-peak months of December to February, when hotel prices are lower. Aim to book your stay on a Monday, as it’s the least expensive day. Utilize Expedia's search tools to find eco-friendly hotels and sort results by price for the best deals. Additionally, combine your hotel stay with flights and activities to secure package discounts. For budget-friendly transportation, explore public transit options, and take advantage of free local attractions to enhance your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Oak Street are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Oak Street is Monday. The most expensive day to stay around Oak Street is Saturday.
  • Find cheap hotels on Expedia: Certainly. Here's a paraphrased version of your text in a trusted and attentive tone:Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. For instance, selecting the “Eco-certified” filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on Oak Street with your flights and activities through an Expedia package deal.

Find the best attractions near Oak Street

Oak Street, Chicago offers a vibrant experience with its iconic skyscrapers, lush urban parks, and captivating art museums. This area is perfect for those seeking cultural enrichment and family-friendly activities. Don't miss the beautiful Oak Street Beach, ideal for relaxation and recreation. For convenience, consider staying at nearby motels to fully enjoy your visit to this lively neighborhood.

  • Michigan Avenue: Experience the vibrant energy of Michigan Avenue, also known as the Magnificent Mile. This bustling street features a mix of high-end shopping, dining, and iconic architecture, making it a must-visit for those looking to immerse themselves in the city's urban vibe.
  • Navy Pier: Enjoy the scenic views and friendly atmosphere at Navy Pier, a lively destination offering entertainment, dining, and attractions. Stroll along the waterfront, take a ride on the Ferris wheel, or relax at one of the many parks while soaking in the stunning skyline.
  • Millennium Park: Discover the beauty of Millennium Park, an urban oasis featuring public art, gardens, and performance spaces. It's a great spot for families to enjoy outdoor activities, concerts, and the famous Cloud Gate sculpture, all while surrounded by the city's skyline.

Best time to go to Oak Street

The best time to visit Oak Street is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Oak Street

Traveling to Oak Street, Chicago, can be conveniently done via its major airports. Chicago O'Hare International Airport (ORD) is approximately 24.1km away, with notable hotels nearby, including the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is about 16.1km from Oak Street, featuring luxurious options like the 5-star Langham, Chicago and Nobu Hotel Chicago, located 8 and 14.5km away, respectively. For those considering Chicago Executive Airport (PWK), located 32.2km away, the 4.5-star Deer Path Inn is a comfortable choice just 16.1km away.

Frequently asked questions

What's the area like around Oak Street?
Oak Street is located in Chicago. This metropolitan area is known for its stunning architecture and top museums. If you're looking for a convenient place to stay, check out the 709 hotels and other accommodations you'll find within a mile.
What's the best place to stay close to Oak Street?
Adjacent to Oak Street, Hilton Chicago/Magnificent Mile Suites is one of the top choices for your stay based on our traveler data, and this hotel offers an indoor pool and a fitness center. Other good choices close by include Hotel Riu Plaza Chicago and Hotel Felix River North/Magnificent Mile.
How many hotels should I expect to find close to Oak Street?
Expedia has 709 hotels and other accommodations within a mile from Oak Street.
If I need to cancel the hotel reservation for my stay near Oak Street, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer near Oak Street.
Where can I learn more about changing or cancelling my trip in the area near Oak Street?
To access more information about picking new dates or cancelling your stay near Oak Street, click here.
What can I see and do near Oak Street?
You might want to spend some time browsing the exhibits at Museum of Contemporary Art Chicago, Chicago History Museum, or Art Institute of Chicago. Chicago Water Tower, Holy Name Cathedral, and Tribune Tower are some of the local landmarks to explore. You can watch performances at Second City, House of Blues Chicago, and Chicago Theatre if you're interested in local theater.
How can I get to Oak Street?
With so many transportation options, seeing the area around Oak Street is a breeze. Take advantage of metro transit at State Station, Clark-Lake Station, and Lake Station. If you want to journey outside of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.