Trip Planner:   USA  /  Illinois  /  Chicago  /  Sightseeing  /  Oak St

Oak St, Chicago

4.4
#56 of 78 in Sightseeing in Chicago
Landmark Tourist Spot
Oak St is located in Chicago. For travelers who use our international travel planner, Chicago holidays become easier to arrange, with trips to the Oak St and other attractions mapped out and timetabled.
map
Create an itinerary including Oak St

Plans in Chicago by other users

9 days in Chicago, Washington DC & New York City BY A USER FROM UNITED STATES September, teens, outdoors, relaxing, beaches, shopping, popular PREFERENCES: September, teens, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular PACE: Medium 4 days in Midwest BY A USER FROM UNITED STATES August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 3 days in Chicago BY A USER FROM SPAIN August, outdoors, relaxing, shopping, popular PREFERENCES: August, outdoors, relaxing, shopping ATTRACTION STYLE: Popular PACE: Medium 7 days in Chicago BY A USER FROM COLOMBIA August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 10 days in Illinois BY A USER FROM FRANCE August, culture, outdoors, romantic, beaches, historic sites, museums, shopping, popular PREFERENCES: August, culture, outdoors, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular PACE: Medium 2 days in Illinois BY A USER FROM UNITED STATES July, popular PREFERENCES: July ATTRACTION STYLE: Popular PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES July, culture, outdoors, popular PREFERENCES: July, culture, outdoors ATTRACTION STYLE: Popular PACE: Medium 15 days in United States BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium 3 days in Chicago BY A USER FROM FRANCE September, romantic, beaches, shopping, popular PREFERENCES: September, romantic, beaches, shopping ATTRACTION STYLE: Popular PACE: Medium 19 days in United States BY A USER FROM SPAIN August, popular & hidden gems PREFERENCES: August ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Chicago BY A USER FROM UNITED STATES August, popular PREFERENCES: August ATTRACTION STYLE: Popular PACE: Medium 3 days in Chicago BY A USER FROM UNITED STATES September, popular PREFERENCES: September ATTRACTION STYLE: Popular PACE: Medium
View more plans

Plan your trip to Chicago

  • Get a personalized plan

    A complete day-by-day itinerary
    based on your preferences
  • Customize it

    Refine your plan. We'll find the
    best routes and schedules
  • Book it

    Choose from the best hotels
    and activities. Up to 50% off
  • Manage it

    Everything in one place.
    Everyone on the same page.

Where to stay in Chicago

The Midwest's major center for business conventions, Chicago boasts many affordable places to stay, with most hotels located around the airport and the city's central business district. To discover the city from a comfortable base within walking distance of most tourist attractions, aim for one of the big chain hotels in the downtown area. If you're traveling on a limited budget and wish to get a deeper sense of Chicago's many diverse neighborhoods, consider staying away from the pricey city center and explore suburbs on a commuter train line for easy city access.
CHECK IN - CHECK OUT
TripAdvisor
Millions of travel reviews
on TripAdvisor
Reviews
TripAdvisor Traveler Rating
54 reviews
  • A most expensive street of town, full of luxury boutiques and top end restaurants. A worth to see, but not a live in.  more »
  • I always say that Oak Street is the Madison Avenue of Chicago. The best of the best boutiques all on one street. And don't forget to walk down Rush Street, where there are additional high end boutique...  more »
  • Like every other big city, Chicago also has a street concentrating all the famous luxury brands. If you are looking for shopping, that's the place.  more »