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Where To Shop In Chicago

Navy Pier An Awesome Place To Visit In Chicago For Half A Day

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  • A city within the city.
  • Truly one of Chicagos most iconic spots.
  • Theres no end to the activities that you can indulge in here.

Why its so awesome: Navy Pier is one of the most popular spots in the city for tourists and locals alike. It consists of more than 50 acres of lakefront territory and is home to shopping centers, restaurants, gardens and lots of other attractions. This area is like a city within a city, with its own energy and vibe, and you could literally spend days here just seeing what it has to offer.

What to do there: Well, what are you interested in? Some of the most popular options are the river or dinner cruises, where you can take in the city from the water. Theres a 150-foot Ferris wheel that operates year-round as well as fireworks twice a week during the summer. And if you enjoy the theater, then you must go to one of the shows put on at the Chicago Shakespeare theater, which is one of the best in the world and dedicated to groundbreaking productions. And if none of that appeals, you can just wander the area, sightsee and shop!

If you really want to make a statement, you can consider chartering a yacht in Chicago which will take you anywhere you want to go on Lake Michigan and the river for a decent price.

The Shops At North Bridge

Once known as Westfield North Bridge, The Shops at North Bridge is an upscale, urban retail-entertainment district located at 520 N. Michigan Avenue. Sprawling six chic blocks in the heart of the Michigan Avenue district, The Shops at North Bridge is named for its location within the nine-block North Bridge complex and is one of Chicagoâs most stylish shopping and dining destinations. The four-level shopping center is anchored by a flagship Nordstrom and boasts than 50 world-class retailers including Louis Vuitton, Hugo Boss, Samsonite, Kiehlâs, Stuart Weitzman, ALEX AND ANI, The Art of Shaving, ELOQUII, White House I Black Market, and Charming Charlie. With 20 sumptuous restaurants conveniently located on the premises, a casual lunch is a perfect break while shopping or an elegant dinner is just a short drive from the city center.

520 N Michigan Ave, Chicago, IL 60611, Phone: 312-327-2300

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See A Show Follow A Wine Stroll Or Enter A Designer Giveaway

Plan on going out? Oak Street Chicago also lists the latest luxury events in Downtown Chicago. From wine strolls to weekend bashes with designer giveaways, Chicagos latest happenings are all available on our events page. Read on the Oak Street Chicago blog for shopping tips, fashion insights, and luxury trends in Chicagos premiere luxury destination.

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Tips For Shopping In Chicago

  • To stay updated while shopping in Chicago about the ongoing sales and best deals, it is advised to purchase a Chicago magazine
  • For availing good bargained deals, McShanes exchange is a must visit as it offers items at a reasonable price
  • People looking out for shopping antique items, the Lincoln Park is a must visit place
  • Spend on coupon books and avail great deals in major outlets in Chicago

Further Read:10 Best Things To Do In New York For First-time Visitors

Got that crazy urge of shopping inside you? Then why wait when you can personalize a USA holiday package? Let TravelTriangle do all the planning while you get to embark on a memorable journey to explore the fancy boutiques, big brands, and high-end labels in Chicago!

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Please Note: Any information published by TravelTriangle in any form of content is not intended to be a substitute for any kind of medical advice, and one must not take any action before consulting a professional medical expert of their own choice.

Discover Your Favorite Shopping District

9 of the Best Magnificent Mile Restaurants (That Arent the Cheesecake ...

The most delectable gelaterias, Italian designer boutiques, dream luxury spas with rooftop views and hidden gems of the city arent spots you want to pass over on your visit to Chicagos Downtown district. Weve listed the worlds top creators of fine jewelry, couture clothing and sought-after fashion houses in the downtown area. Find your preferred shopping district in Chicago with our guide that lists the shops in each area and makes your trip more than worth its while.

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Greater Goods Community Thrift

About Greater Goods Community Thrift

Greater Goods Community Thrift is a clean, well-kept place to find quality items at impressive prices, meaning some of the best thrifting in Chicago for those on a budget.

These include vintage items, clothing, jewelry, housewares, toys, shoes, and more.

They value inclusivity, sustainability, community relationships, and justice. As a not-for-profit, all proceeds support Big Shoulders Church.

Wrigley Stadium A Must Visit Place To Visit In Chicago On The Weekend

  • Home to Chicagos iconic sports team, the Cubs!
  • If you manage to grab a game, its a great afternoon out with snacks and an exciting vibe!
  • You can also visit the souvenir store and take home some Cubs memorabilia!

Why its so awesome: Chicago is a city that loves its sports which, is why going to a game is a must-do while youre in Chicago. Even if you dont like sports, the trashy food, the excitement, and the entertainment that goes on throughout the day make it well worth the trip.

What to do there: If its the right time of year, then you absolutely must go and see a game. Theres something about seeing a sport in real life, with thousands of other fans, that just cant be missed. Games are a big deal in this city, so theres no shortage of food and non-stop entertainment for you to enjoy on game days.

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River North Gallery District

If youre looking to buy some of the best art around, then head over to the River North gallery district which features some of the best art in the city. A good time to visit is during gallery season after Labor Day and during the summer when there are many programs geared towards the public going on. The River North area is also home to many home design stores and specialty shops, and is definitely worth a visit.

Best Shops In Logan Square Chicago


Owner Kelly Marie Thompson stocks her cozy Logan Square boutique with fresh seasonal blooms in both exotic varieties and contemporary styles. Order arrangements for special occasions, weddings, or just because. Youll also discover a curated selection of fine cards, gifts for babies, bridesmaids and more displayed throughout the store.

When City Lit Books announced its closure in 2020, Logan Square resident and long-time librarian Stephanie Kitchen stepped in to take over, reopening the store a few months later. With a focus on contemporary fiction, non-fiction, and children’s books, City Lit is the neighborhoods hub for literary events: book clubs, poetry salons, and author talks. Take advantage of the free parking behind the building and visit to pick up the latest bestseller, something recommended by their staff, an indie title or a work from a local writer.

  • Gifts and stationery

Artist Shayna Norwood started Steel Petal Press in Chicago after more than a decade of letterpress printing. Her printing and letterpress operation in the heart of Logan Square is also home to a bevy of great gift ideas, from quirky books to the perfect greeting cards for every occasion. Pick up a planner to help your productivity or relax with a puzzle or game. The shop brings in new inventory weekly, so its always worth a visit to find something fun ranging from pet-themed barware to llama earrings.

  • Consignment store

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Lets Change Resale Shoppe

About Lets Changes Unique Thrift Store in Chicago

With sweet deals for the entire family, Lets Change Resale Shoppe is consistently recognized as one of the best thrift stores in Chicago suburbsHumboldt Park, to be exact.

They have new and gently used clothes, shoes, and accessories, as well as small furniture pieces, home decor, and vintage items.

You can feel extra good about your #thrifthaul because all donations and proceeds support humanitarian efforts through the organization Army of the Kind.

They support children-in-need in countries like Peru and Burkina Faso with clean water, nutrition, medicine, shelter, and more.

About Monarch Thrift Shop Chicago

Monarch Thrift Shop is one of the best thrift stores in Chicago for clothes for men and women .

Whether youre after everyday essentials, or something Luxe to spice up your wardrobe, theyve got what you need at low prices.

You can even peruse their selection online for a seamless secondhand shopping experience or if you dont have any plans to visit the City in a Garden.

Circular fashion aside, breaking cycles of homelessness is the main mission of this social enterprise thrift shop.

Through their RISE Up Retail Certification Program, they invest in youth experiencing homelessness, giving them the tools and experience they need to get a career in retail.

About Upscale Rummages Furniture Thrift Store Chicago

The Brown Elephants Cool Thrift Stores in Chicago

Some locations offer free HIV and STI screenings.

Grant Park One Of The Most Incredible Free Places To Go In Chicago

  • Over 300 acres of natural space.
  • It includes bike trails and softball diamonds so you can play sports.
  • Its also known as a public art space, so theres no shortage of things to see.

Why its so awesome: Grant Park is located between the city and the riverfront so its basically Chicagos front yard. This is the perfect place to enjoy a bit of nature, get your blood pumping with some sports, or take advantage of the free music concerts that are frequently held in the area. There are also a number of art installations around the park, so no matter what youre interested in, youll find something to occupy your time here.

What to do there: While youre in the area you can go biking, play some softball or baseball, or just sit on the grass. The gardens themselves are gorgeous and well worth a look on their own, but you should also have a look at the headless figures dotted throughout the landscape. These art installations are striking and make an interesting statement about modern life.

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From Label Whores To Budgetistas: Where To Shop In Chicago

One of the greatest aspects of Chicago is that its an incubator for creative types. From award-winning culinary notables to tech stars, the Windy Citys scene is constantly pulsing with energy.

Thats especially true when it comes to personal style, which makes people-watching in the Chi extra chic. Whether youre roaming the streets of the uber-touristy Magnificent Mile or hipster Wicker Park, do you ever wonder where to get all those great looks?

Here are some of the best shopping destinations around Chicago.

Macys On State Street

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Macys on State Street is part architectural tour and part retail heaven. The building a National Historic Landmark has an ornate exterior with towering granite columns and the massive Great Clocks that greet State Street shoppers. The inside is just as grand dont miss the shimmering TIffany ceiling that soars above the first-floor cosmetics department.

Walk to the main escalators and youll see the Burnham Fountain, designed by famed Chicago architect Daniel Burnham. For a shopping break, head to the historic Walnut Room where youll find tons of old-world touches, like Austrian chandeliers and century-old wood paneling. Make sure to order Mrs. Herings Chicken Pot Pie, a staple on the menu since 1907.

If youre visiting in the spring, dont miss Macys annual Spring Flower Show. And over the winter, a visit to Macys holiday windows is a Chicago tradition. Another insider tip: for 10% off most purchases.

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Shopping In Chicago Can Be A Daunting Task

With so many great areas to choose from, its difficult to know where to get started! Each neighborhood in Chicago has its own culture, which influences the retail opportunities. Here are five neighborhoods every shopper should visit in the Windy City.

The Magnificent Mile

When people think of , a few iconic landmarks come to mind: The Willis Tower , The Bean in Millennium Park and Michigan Avenue. North Michigan Avenue, affectionately called the Magnificent Mile, offers 460 shops, and a trip to this location isnt complete without a visit to Water Tower Place. This eight-level shopping plaza was named after the nearby historic Water Tower, which was one of the only buildings to withstand the great Chicago Fire of 1871. One could easily spend a single day exploring this place alone!

Where: Downtown

Skydeck Chicago One Of The Most Amazing Places In Chicago

  • The tallest building in the Western Hemisphere.
  • Great for photographers and anyone who wants a shot of the iconic skyline of Chicago.
  • The best place to take in the whole city.

Why its so awesome: This is the tallest building in the Western hemisphere and that makes it a great spot to get photographs of Chicagos famous skyline. The observation deck is on the 103rd floor and youll be able to see some of Chicagos most famous buildings from this vantage point. This is definitely not a place for people who are scared of heights, but its the best view in the city!

What to do there: If youre really brave, you can step out onto The Ledge, a glass-enclosed balcony where theres nothing between you and the city but air. Make sure you have a strong stomach if you try this because youll have a clear view all the way down. And its a really long way down. Otherwise, just take some great pictures with the skyline in the background and try to pick out some of the buildings youve already seen in your travels around the city!

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A Catalogue At Your Fingertips

Our local business directory acts as a tour guide to Chicagos premiere destinations. Peek into the shopping, cuisine and best hotels in Chicago and browse our section on events to plan your schedule out perfectly. Whether its the best spas, hotels, accommodations, restaurants or a shopping district in Chicago, Oak Street Chicago lets you find what youre looking for. Youll explore the luxury lifestyle boutiques Chicagos downtown district shines for and discover Chicagos finest attractions the casual tourist overlooks.

Bonus: A Few Thrifting Tips

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  • Make a list of key items you are looking for. Come prepared .
  • Bring your own bag.
  • Go on Tuesdays or Wednesdays for new merchandise.
  • Wear an outfit thats easy to try things on in. Some thrift stores do not have dressing rooms. I usually wear a tank top and leggings so that I can try on jeans, shirts, jackets, etc on top of my clothes.
  • Upon arrival, check discounts. Most stores use a colored tag system. Check which colors have discounts!
  • Dont be afraid to haggle if the item is broken or torn!
  • Whatre your favorite thrift stores in Chicago? What treasures have you found while thrifting? *comment below*

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    Chicago Lakefront Trail A Beautiful And Scenic Place To Check Out In Chicago

    Bex Walton

    • Great views of Lake Michigan!
    • The most scenic route you can take to Chicagos hotspots.
    • A great way to get some exercise in beautiful surroundings.

    Why its so awesome: Lake Michigan is iconic, and youll never be able to get a better view than along this trail. Its 18 miles of stunning views of both nature and the city and is the ideal way to travel when you have a little extra time and dont mind the walk. There are also several beaches, parks and attractions along the way, so you dont have to go one more step than you want to.

    What to do there: Run, walk or job along the lakefront if you want to get some exercise in during your stay. And if youre just there for the views and the experience, walk a little way and then stop off at some of Chicagos best attractions. The Field Museum of Natural History and the Shedd Aquarium are both easily accessible from the walk, so you dont have to stick it out for the whole 18 miles.

    Millennium Park One Of The Most Incredible Free Places To Go To In Chicago

    • A brand-new attraction thats become one of the citys hotspot.
    • Holds hundreds of free concerts and events, so youll definitely get to see something good!
    • A lovely natural area where you can escape from the busyness of the city.

    Why its so awesome: Chicago is a busy city and sometimes its nice to get away from the streets and the pollution and spend time in a natural area. Millennium Park is the best place in the city to do that. Not only is it a beautiful park, but there are also lots of unique art pieces throughout the area for you to enjoy and sometimes puzzle over.

    What to do there: While youre in the Millennium Park, make sure you check out the Jay Pritzker Pavilion, where the city holds free concerts and events throughout the year. Even if you dont catch a concert, the park is a lovely natural area so spending some time wandering around. And if you dont like to walk, you can hire a bike or a Segway and see the park on wheels!

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