Find hotels near Oak Street, Chicago from $123

Top reasons to visit Oak Street

• Upscale Shopping: Oak Street features luxurious boutiques and shops, perfect for a stylish shopping spree.
• Scenic Oak Street Beach: Enjoy sunbathing and water sports at the beautiful beach, ideal for relaxation and adventure.
• Cultural Attractions: Explore art museums and stunning skyscrapers, catering to culture enthusiasts and families.
• Urban Parks: Stroll through nearby parks like Lincoln Park, offering a refreshing escape from the city hustle.
• Diverse Accommodations: Choose from luxurious hotels to cozy bed and breakfasts, ensuring a comfortable stay.

Find great hotels near Oak Street

Experience the vibrant charm of Oak Street, Chicago, with a variety of hotel accommodations tailored to meet your needs. Whether you're seeking a luxurious stay near Oak Street Beach or a cozy bed and breakfast, you'll find options that cater to business travelers and pet-friendly vacationers alike. Enjoy easy access to shopping and local attractions, making your stay both convenient and memorable as you explore the Windy City.

• Congress Plaza Hotel: This 3.5-star hotel, located 2 miles from Oak Street, is perfect for travelers seeking a business-themed experience. Nestled in the shopping district, Congress Plaza Hotel offers a range of amenities tailored for business professionals, including multiple meeting rooms and a fully equipped business center. Guests can take advantage of the conference space available on-site, making it an excellent choice for work-related stays. With its modern facilities and convenient location, this hotel strikes a balance between business and leisure.
• The Whitehall Hotel, BW Premier Collection: Situated a mere 0.1 mile from Oak Street, this 4-star boutique hotel is ideal for those looking for a shopping getaway with a pet-friendly twist. The Whitehall Hotel features uniquely designed interiors adorned with captivating artwork, offering guests a distinctive atmosphere. Pets are welcome, with specific policies in place to ensure a comfortable stay for both you and your furry friends. Located in the heart of the shopping district, this hotel combines luxury with convenience, making it a top choice for style-conscious travelers.
• Hyatt Regency Chicago: Located 0.9 miles from Oak Street, the 4-star Hyatt Regency Chicago is a standout choice for eco-conscious travelers and those who appreciate inclusivity. This eco-certified hotel welcomes LGBTQIA guests and is committed to sustainability while providing a range of business amenities, including multiple meeting rooms and a business center. With its prime location and dedication to environmental responsibility, Hyatt Regency Chicago offers a modern, welcoming experience for all types of visitors.

Where to stay near Oak Street

Experience the vibrant charm of Oak Street, Chicago, where romance meets family-friendly fun. Stroll through nearby parks like Lincoln Park, enjoy the picturesque views along the scenic Oak Street Beach, and indulge in shopping at the upscale boutiques along the Magnificent Mile. With a mix of urban energy and serene waterfront access, Oak Street offers an unforgettable getaway for everyone, from couples to families seeking adventure and relaxation alike.

• Chicago: As a vibrant metropolis, Chicago is a bustling hub of culture and activity. Oak Street resides within this iconic city, which welcomes travelers year-round, especially during the peak summer months from June to August. Visitors flock to Chicago for a variety of experiences, including family-friendly adventures, outdoor attractions, and city-themed exploration. From world-class shopping to thrilling arena entertainment, there’s something for everyone. Don’t miss the chance to visit local landmarks like the famous stadiums and tourist precincts that define the city's rich heritage and lively atmosphere.
• Downtown Chicago: Nestled within the heart of Chicago, Downtown Chicago is a dynamic neighborhood that shares Oak Street’s vibrant spirit. Like the rest of the city, Downtown sees a steady stream of visitors throughout the year, peaking in the summer months. This area is perfect for families and city explorers alike, offering a mix of outdoor activities and exciting urban experiences. With an array of shopping options, renowned theaters, and arena entertainment, Downtown Chicago is a must-visit. Attractions such as the stadiums and the bustling tourist precinct are easily accessible, making it an ideal starting point for your adventures.
• Magnificent Mile: Located a short distance from Oak Street, Magnificent Mile is a premier shopping and dining district that draws travelers seeking a blend of excitement and relaxation. This neighborhood experiences a consistent influx of visitors, particularly during the spring and summer months. Known for its family-friendly atmosphere, outdoor experiences, and city-themed attractions, Magnificent Mile boasts an impressive lineup of shopping areas and educational venues. Explore the nearby stadiums and vibrant tourist precincts that contribute to its charm, ensuring that your visit is both enjoyable and memorable.

Things to do near Oak Street

Oak Street in Chicago is a vibrant destination offering a mix of shopping and outdoor activities. Visitors can explore upscale boutiques and local shops, while also enjoying nearby wildlife attractions. Additionally, the area provides opportunities for water sports, making it perfect for those seeking adventure. With its blend of urban charm and recreational options, Oak Street promises an exciting experience for tourists.

Shopping

Experience shopping on Oak Street with the nearby 900 North Michigan Shops, just 0.1 miles away, offering a blend of entertainment and family-friendly vibes. The Chicago Place Mall, located 0.4 miles away, provides a vibrant city atmosphere. For a local flavor, visit City Market, 1 mile away.

Recreation

Experience the vibrant energy of Wrigley Field, just 4 miles from Oak Street, where you can catch a thrilling game. Enjoy live music at House of Blues Chicago, only 0.9 miles away, or laugh out loud at Second City, also 0.9 miles away, perfect for family fun.

Adventure

Explore the Salt Creek Trail, a scenic hiking path located 12 miles from Oak Street, where you can immerse yourself in nature and enjoy breathtaking views. For a fun-filled day, visit Rainbow Falls Waterpark, 20 miles away, offering thrilling water slides and family-friendly entertainment.

Nightlife

In Oak Street, Chicago, enjoy a vibrant nightlife with the Chicago Theatre, showcasing culture and romance just 1 mile away. For a fun twist, head to Dave & Buster's, only 0.3 miles away, where drinks and entertainment await. Don’t miss the adventure at Amazing Chicago's Funhouse Maze, also 1 mile away.

Booking tips and Expedia advantages for Oak Street

To save money on your visit to Oak Street, plan your trip between December and February for the lowest lodging rates. Booking a stay on a Monday can also reduce costs compared to Saturdays. Use Expedia to find budget-friendly hotels by filtering for eco-certified options and sorting by price. Consider booking a package deal that includes flights and activities for additional savings. Joining Expedia's One Key membership offers exclusive discounts and the chance to earn OneKeyCash for future stays. Don't forget to explore free activities in the area to keep your costs down.

• 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 preferences, such as your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will show you sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from low to high.
• Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay on Oak Street with your flights and activities.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Oak Street

Oak Street in Chicago offers a vibrant mix of attractions, including stunning skyscrapers, urban parks, and art museums, perfect for culture enthusiasts and families alike. Don't miss the nearby Oak Street Beach for a relaxing day by the water. For accommodations, consider motels close to the beach to enhance your stay and explore the city's rich offerings.

• Michigan Avenue: Known as the Magnificent Mile, this bustling street is lined with upscale shops, restaurants, and iconic architecture. Experience the vibrant city atmosphere as you stroll along and take in the sights of historic buildings and modern skyscrapers, making it a haven for shopping and dining enthusiasts.
• Navy Pier: A popular entertainment destination, Navy Pier offers stunning views of Lake Michigan and a variety of attractions including rides, restaurants, and gardens. Enjoy a leisurely walk along the pier, take a boat tour, or relax with friends in a lively, friendly environment.
• Millennium Park: A beautiful urban park, Millennium Park features stunning art installations such as the Cloud Gate sculpture. Perfect for families, it offers outdoor activities, concerts, and green spaces to enjoy a day out in the heart of the city.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.7°F (-3.5°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low
March	37.0°F (2.8°C)	Light Rain	Mostly Cloudy	Average	Average
April	46.0°F (7.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Average	Average
June	67.3°F (19.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.0°F (22.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	54.9°F (12.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	42.3°F (5.7°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Cloudy	Average	Slightly Low

The nearest major airports for your trip to Oak Street

When visiting Oak Street in Chicago, you can fly into two major airports. Chicago O'Hare International Airport (ORD) is located 15 miles away, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare, both just 2 miles from the airport. Alternatively, Chicago Midway International Airport (MDW) is 10 miles away, with luxurious options like the 5-star Trump International Hotel & Tower and Nobu Hotel, located 8 to 9 miles from the airport. For those considering Chicago Executive Airport (PWK), it's 20 miles away, with the Hilton Chicago/Northbrook just 1 mile from the airport, providing convenient access for travelers.