Hotels in Oak Street, Illinois

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Oak Street overview

Oak Street is special for its historical sites, museums, and theaters, and known for its monuments and shops. You're sure to appreciate the ample coffee and bar options. Learn about local heritage at popular landmarks in the area like John Hancock Center and Willis Tower. Popular attractions like Millennium Park and Art Institute of Chicago are sure to leave an impression. Oak Street is an inviting destination that has something for everyone.

Where to stay in Oak Street

Whether you're planning to stay for a night or for the week, Oak Street has accommodations to fit every need. There are 448 hotels in the Oak Street area and you can shop as many as 151 deals for rooms on Hotels.com, some with discounts of up to 65%.
  • • 89 2-star hotels with an average price of $46 per night
  • • 186 3-star hotels with an average price of $76 per night
  • • 135 4-star hotels with an average price of $99 per night
  • • 28 5-star hotels with an average price of $129 per night

How to get to Oak Street

Fly in to Chicago, IL (MDW-Midway Intl.), 9.8 mi (15.7 km) from downtown Oak Street. Chicago, IL (ORD-O'Hare Intl.) is the next closest major airport, 15.3 mi (24.5 km) away.

What to see around Oak Street

Museums and theaters are highlights of the area, along with cultural places like:
  • • Loyola University Museum of Art
  • • Broadway Playhouse
  • • Lookingglass Theatre
  • • Museum of Contemporary Art
  • • Driehaus Museum
Memorable for its historical sites, monuments, and these top landmarks to visit:
  • • Chicago Water Tower
  • • Holy Name Cathedral
  • • Tribune Tower
  • • Wrigley Building
  • • Michigan Avenue Bridge
For those looking for a souvenir or simply window-shopping, here are some favorite shopping areas to visit:
  • • 900 North Michigan Shops
  • • Water Tower Place
  • • Chicago Place Mall
  • • Maxwell Street Market
  • • Six Corners
Some top sights in the area include:
  • • John Hancock Center
  • • Millennium Park
  • • Art Institute of Chicago
  • • Willis Tower
  • • Skydeck Ledge

When to visit Oak Street

If you're starting to plan your trip, you might be wondering when's the best time to visit. Here are the seasonal norms to help you decide when to go:

Seasonal temperature averages
  • • January-March: 53°F day, 18°F night
  • • April-June: 84°F day, 36°F night
  • • July-September: 85°F day, 51°F night
  • • October-December: 69°F day, 19°F night
Seasonal rainfall averages
  • • January-March: 6.7 inches
  • • April-June: 11.8 inches
  • • July-September: 11.3 inches
  • • October-December: 9.2 inches