Find hotels near Oak Street, Chicago from SAR 484

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Compare 4,173 hotels close to Oak Street with room rates, reviews, and availability. Most hotels are fully refundable.

The Peninsula Chicago

5.0 star property
Streeterville, 0.6 km from Oak Street
9.8 out of 10, Exceptional, (1006)
"Great rooms, location and top flight service"
United States
Andrew
The price is SAR 1,969
SAR 2,311 total
includes taxes & fees
7 Dec - 8 Dec
The Peninsula Chicago

Park Hyatt Chicago

5.0 star property
Magnificent Mile, 0.5 km from Oak Street
9.6 out of 10, Exceptional, (1000)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is SAR 1,744
SAR 2,047 total
includes taxes & fees
7 Dec - 8 Dec
Park Hyatt Chicago

The Langham, Chicago

5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1003)
"Spa ,pool are awesome "
United States
jared
The price is SAR 1,713
SAR 2,011 total
includes taxes & fees
11 Dec - 12 Dec
The Langham, Chicago

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
River North, 0.7 km from Oak Street
9.6 out of 10, Exceptional, (387)
"Great stay"
United States
John E
The price is SAR 476
SAR 559 total
includes taxes & fees
26 Nov - 27 Nov
Residence Inn Chicago Downtown Magnificent Mile

Viceroy Chicago

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1133)
"Amazing stay would definitely be back again soon "
United States
Robert
The price is SAR 643
SAR 865 total
includes taxes & fees
7 Dec - 8 Dec
Viceroy Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (2221)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is SAR 638
SAR 859 total
includes taxes & fees
7 Dec - 8 Dec
Sofitel Chicago Magnificent Mile

Waldorf Astoria Chicago

5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1001)
"Simply love this hotel"
United States
laura
The price is SAR 1,614
SAR 1,895 total
includes taxes & fees
18 Dec - 19 Dec
Waldorf Astoria Chicago

L7 Chicago by LOTTE

4.5 star property
Theatre District, 1.6 km from Oak Street
9.6 out of 10, Exceptional, (3248)
"Great location, comfortable hotel "
Australia
Mark
The price is SAR 620
SAR 727 total
includes taxes & fees
3 Dec - 4 Dec
L7 Chicago by LOTTE

Four Seasons Hotel Chicago

5.0 star property
Streeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
United States
David
The price is SAR 1,650
SAR 1,937 total
includes taxes & fees
7 Dec - 8 Dec
Four Seasons Hotel Chicago

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (2819)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is SAR 388
SAR 561 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago

Hotel EMC2, Autograph Collection

4.0 star property
Streeterville, 0.9 km from Oak Street
9.4 out of 10, Exceptional, (1000)
"beautiful hotel. Rooms are unique. very cool copper fixtures. fun place to stay."
United States
Kenneth
The price is SAR 638
SAR 748 total
includes taxes & fees
24 Nov - 25 Nov
Hotel EMC2, Autograph Collection

Aloft Chicago Downtown River North

3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1162)
"Quiet, comfortable rooms. Convenience of attractions and the staff is super friendly and helpful. "
United States
Jennifer
The price is SAR 413
SAR 484 total
includes taxes & fees
25 Nov - 26 Nov
Aloft Chicago Downtown River North

Thompson Chicago, by Hyatt

4.5 star property
Gold Coast, 0.2 km from Oak Street
9.2 out of 10, Wonderful, (1273)
"Nice hotel and awesome location"
United States
Michael
The price is SAR 596
SAR 811 total
includes taxes & fees
7 Dec - 8 Dec
Thompson Chicago, by Hyatt

Hyatt Regency Chicago

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3393)
"Great location and hotel."
United States
Travis
The price is SAR 522
SAR 723 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency Chicago

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 1.4 km from Oak Street
9.4 out of 10, Exceptional, (3396)
"Great stay"
United States
Jenine
The price is SAR 504
SAR 592 total
includes taxes & fees
7 Dec - 8 Dec
LondonHouse Chicago, Curio Collection by Hilton

The Royal Sonesta Chicago Downtown

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3072)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is SAR 428
SAR 622 total
includes taxes & fees
21 Dec - 22 Dec
The Royal Sonesta Chicago Downtown

Loews Chicago Hotel

4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1580)
"Great stay, comfy beds!"
United States
Brea
The price is SAR 671
SAR 907 total
includes taxes & fees
15 Dec - 16 Dec
Loews Chicago Hotel

Trump International Hotel & Tower Chicago

5.0 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1772)
"Excellent place to stay in Chicago. "
United States
Tom
The price is SAR 1,378
SAR 1,618 total
includes taxes & fees
7 Dec - 8 Dec
Trump International Hotel & Tower Chicago

Omni Chicago Hotel

4.5 star property
Magnificent Mile, 0.7 km from Oak Street
9.2 out of 10, Wonderful, (1606)
"wonderful room and location!"
United States
Ruicong
The price is SAR 687
SAR 916 total
includes taxes & fees
7 Dec - 8 Dec
Omni Chicago Hotel

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
River North, 1 km from Oak Street
9.4 out of 10, Exceptional, (1001)
"Perfect stay. Highly recommend "
United States
David
The price is SAR 794
SAR 1,042 total
includes taxes & fees
21 Dec - 22 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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.

Top Oak Street Hotel Reviews

Hotels near other Oak Street attractions

Find out more about Oak Street

Top reasons to visit Oak Street

  • Iconic Beaches: Oak Street Beach offers a beautiful spot for relaxation and water sports, perfect for enjoying the sun.
  • Vibrant Shopping: Explore luxury boutiques and charming cafes, making it an ideal destination for shopping enthusiasts.
  • Cultural Attractions: Nearby art museums and historic sites provide rich cultural experiences for visitors.
  • Urban Parks: Lush parks in the area offer scenic views and peaceful retreats from city life.
  • Diverse Accommodations: A variety of hotels and apartments cater to different vacation needs, ensuring a comfortable stay.

Find great hotels near Oak Street

Discover a variety of accommodation options on Oak Street, Chicago, perfect for your vacation needs. From pet-friendly hotels to comfortable apartments, you’ll find everything you need for a memorable stay. Enjoy the convenience of being close to Oak Street Beach and explore nearby shopping and dining experiences. Whether you're traveling for leisure or business, there's a perfect place for you to unwind in this vibrant area.

  • Hyatt Regency Chicago: Experience the perfect blend of comfort and convenience at Hyatt Regency Chicago, a 4-star hotel located 1.4km from Oak Street. Ideal for business travelers and those seeking an LGBTQIA-friendly environment, this hotel offers modern amenities including a state-of-the-art fitness center, spacious meeting rooms, and high-speed internet access. Guests rave about the attentive staff and vibrant atmosphere, making it a great choice for both business and leisure. With its central location, you’ll have easy access to Chicago’s iconic attractions.
  • The Whitehall Hotel, BW Premier Collection: Nestled just 161m from Oak Street, The Whitehall Hotel is a charming 4-star property that welcomes both guests and their furry friends. This LGBTQIA-friendly hotel is located in a bustling shopping district and features pet-friendly accommodations, ensuring a comfortable stay for all. Guests can enjoy stylishly decorated rooms, complimentary Wi-Fi, and a delightful on-site dining experience. With its close proximity to shopping and attractions, The Whitehall is perfect for travelers seeking both convenience and comfort.
  • LondonHouse Chicago, Curio Collection by Hilton: For a luxurious getaway, look no further than LondonHouse Chicago, a 4.5-star hotel located 1.4km from Oak Street. This upscale property is perfect for those wanting to indulge in a shopping and LGBTQIA-friendly vacation. With exquisite dining options featuring stunning views of the city, a rooftop lounge, and elegantly designed rooms, guests are immersed in a world of elegance. LondonHouse offers a unique blend of historic charm and modern comfort, making it an exceptional choice for discerning travelers.

Where to stay near Oak Street

Oak Street offers an enchanting blend of romance and family-friendly vibes, perfect for any traveler. Just a short stroll away, you’ll find picturesque parks and scenic beaches, providing a tranquil escape from the urban hustle. The nearby shopping areas boast luxury boutiques and charming cafes, making it an ideal spot to unwind and indulge. Experience the welcoming atmosphere of friendly locals while soaking in the beauty of this vibrant Chicago destination.

  • Chicago: As a vibrant metropolis, Chicago is a hub of activity and culture, with Oak Street nestled within its dynamic atmosphere. Travelers can enjoy a variety of experiences throughout the year, though peak tourist seasons are from June to August. Chicago offers a rich tapestry of family-friendly activities, outdoor adventures, and urban exploration. Visitors can indulge in shopping at diverse retail outlets, catch a thrilling game at local sports stadiums, or unwind in one of the city's many urban parks, making it a well-rounded destination for all types of travelers.
  • Downtown Chicago: Situated in the heart of the city, Downtown Chicago is a bustling neighborhood that complements the Oak Street experience. With visitor numbers peaking from July to September, this area is perfect for those seeking family activities, outdoor fun, and a quintessential city experience. Downtown is known for its vibrant shopping areas, entertainment venues, and theaters. The proximity to major landmarks, including sports facilities and urban parks, ensures a lively atmosphere where visitors can immerse themselves in the local culture and enjoy the city's energetic vibe.
  • Magnificent Mile: Just 644m from Oak Street, the Magnificent Mile is a renowned shopping district that attracts visitors year-round. With peak travel periods in March to April and July, this neighborhood is perfect for families and urban explorers alike. The Magnificent Mile boasts a myriad of shopping opportunities, educational attractions, and entertainment venues. Visitors can take leisurely strolls along the picturesque streets, explore historic sites, or enjoy a day at the nearby jetty pier. Its vibrant atmosphere makes it a must-visit destination during your Chicago vacation.

Things to do near Oak Street

Oak Street in Chicago is a vibrant destination offering a mix of shopping and outdoor activities. Visitors can enjoy water sports along the nearby shores or explore city attractions that showcase the rich culture and history of the area. With its lively atmosphere and beautiful surroundings, Oak Street provides a perfect blend of excitement and relaxation for tourists looking to experience the best of Chicago.

Shopping

For a delightful shopping experience, visit the 900 North Michigan Shops, just 161m from Oak Street, offering vibrant city vibes. The Chicago Place Mall, located 644m away, is perfect for family outings. If you're up for a drive, explore other shopping areas further out.

Recreation

At Wrigley Field, immerse yourself in the energetic atmosphere of a live sports event, just 6.4km from Oak Street. Enjoy soulful music and vibrant performances at the House of Blues Chicago, located 1.4km away. For a serene escape, visit Northerly Island Natural Area, 4.8km away, embracing nature's tranquility.

Adventure

Explore the scenic Salt Creek Trail, a great hiking destination located 19.3km from Oak Street, where adventure meets breathtaking views. For family fun, visit Rainbow Falls Waterpark, situated 32.2km away, offering thrilling water attractions and entertainment for all ages.

Nightlife

Experience the vibrant nightlife on Oak Street with a visit to the Chicago Theatre for captivating performances, or enjoy drinks and games at Dave & Buster's. For a unique adventure, explore Amazing Chicago's Funhouse Maze, offering thrilling experiences just a short distance 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 on your trip to Oak Street, consider visiting between December and February when hotel prices are lower. Mondays typically offer the cheapest rates, while Saturdays are the most expensive. Use Expedia to refine your hotel search based on budget and preferences, and consider the Eco-certified filter for sustainable options. Additionally, bundling your hotel, flights, and activities can lead to significant savings. Don't forget to explore free activities in the area and utilize public transport, which is both affordable and convenient for getting around.

  • 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: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and desired 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 arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Oak Street hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Oak Street

Oak Street in Chicago offers a vibrant mix of attractions, including iconic skyscrapers, lush urban parks, and fascinating art museums. Ideal for travelers seeking cultural experiences or family fun, visitors can enjoy the nearby Oak Street Beach, perfect for relaxation and recreation. Additionally, there are various motels conveniently located near the beach for a comfortable stay.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue offers a vibrant city atmosphere filled with upscale shopping, dining, and iconic architecture. A stroll along this bustling street provides a taste of Chicago's urban energy.
  • Navy Pier: This popular destination features stunning waterfront views, entertainment options, and scenic gardens. With a lively atmosphere and friendly locals, Navy Pier is perfect for leisurely strolls, dining, and enjoying various attractions.
  • Millennium Park: A beautiful urban park that showcases art installations, gardens, and outdoor concerts. Millennium Park is an ideal spot for families to relax and enjoy the city's cultural offerings amidst lush greenery.

Best time to go to Oak Street

The best time to visit Oak Street can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Oak Street falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Oak Street falls in January, 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 SunnyAverageSlightly 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 SunnySlightly HighSlightly 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 in Chicago is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is approximately 24.1km away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel, 3.2km from the airport, and the 4-star Hilton Chicago O'Hare Airport, just 161m away. Midway International Airport (MDW) is about 16.1km from Oak Street, featuring luxurious options such as the 5-star Nobu Hotel Chicago, 12.9km away. Additionally, Chicago Executive Airport (PWK) is located 32.2km from Oak Street, with hotels like the 4.5-star Deer Path Inn, 16.1km from the airport, providing easy access for travelers.

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 743 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 a fitness center and valet parking. Other good choices close by include Embassy Suites by Hilton Chicago Downtown River North and The Whitehall Hotel, BW Premier Collection.
How many hotels should I expect to find close to Oak Street?
Expedia has 743 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, International Museum of Surgical Science, or Chicago History Museum. Chicago Water Tower, Holy Name Cathedral, and Tribune Tower are some of the local landmarks to explore. You can watch performances at Broadway Playhouse, Second City, and House of Blues Chicago 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.

Explore a world of travel with Expedia