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Chicago Shopping

Chicago is a fantastic city and shopping in Chicago is amazing. This is the city of jazz, pizza, Al Capone, great sightseeing and superb shopping.
There is a lot to discover in Chicago, from the Sears Tower – with its captivating views – and the Millennium Park to the Navy Pier and the fabulous clubs, restaurants and great shopping experience.
Take a trolley tour around the city, enjoy the view of the vast Lake Michigan (one of the Great Lakes of North America), enjoy great music and perfect pizza…but also make sure to leave time for shopping.
The ‘Windy City’ will blow you away!
Plan your shopping trip to Chicago today! Check our vouchers and shopping deals and enjoy great shopping in Chicago.

Travel Deals

Chicago Shopping Trips

3 nts 3* Best Western Grant Park from £595.00 pp
3 nts 4* Palmer House Hilton from £630.00 pp

Depart from Nov 2014 – Mar 2015 (excl Christmas 2014)
To book Call 0844 80 444 80 (quote Somewhere2Shop)

All packages are subject to availability and All packages are ATOL bonded. From prices are per person based on 2 sharing and include direct flights with British Airways inc all taxes, 3 nights room only accommodation inc all taxes. Subject to availability.
Many more hotels and additional nights available!

Latest News

10 Top Places to See Holiday Lights Across America

Whether your family traditions include baking a gingerbread house or singing Christmas carols in the neighborhood, if you want to get into the holiday spirit, spend an evening checking out one of the festive light displays across the country Read more…





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Chicago Shopping Tweet

Shopping around Chicago

Shopping in Chicago


Gurnee Mills Outlet Mall

Gurnee Mills Outlet Mall is located an hour west of Chicago. It is a good place to stop for shopping if you are planning to drive towards Milwaukee. Read more….

Oakbrook Centre

Oakbrook Centre is located in Oakbrook, just over 30 min south from Chicago. This is a very attractive, upscale mall. Read more….

Westfield Old Orchard

Westfield Old Orchard Centre is located in Skokie, about half an hour west of Chicago. As you would expect from a Westfield, this is an up-market shopping centre. Read more….

Woodfield Mall

Woodfield Mall is located in Schaumburg, northwest of Chicago. This is one of the largest malls in the US and the largest in the Chicago area. Read more….

900 North Michigan Shops

900 North Michigan Shops place is located in the north end of Chicago’s vibrant Magnificent Mile and it offers multi-storey luxury shopping and dining. Read more….

Magnificent Mile

The so called ‘Magnificent Mile’ is the part of North Michigan Avenue between The Chicago River and Lake Shore Drive. This is a boulevard dotted with department stores, exclusive shops and restaurants. Read more….

Old Town

This is an affluent and historic neighbourhood where you will find Chicago’s Victorian-era buildings. Read more….

State Street

Located right in the heart of the city, State Street is recognized as Chicago’s original “Main Street”. Read more….

The Shops at North Bridge

Based in the north part of Michigan Avenue this is another perfect place to shop. Read more….

Water Tower Place

At the pinnacle of Chicago’s famed Magnificent Mile, Water Tower Place is downtown Chicago’s premier shopping destination with the largest number of Chicago retail exclusives. Read more….

    Macy's 10% discount voucher

    Download your Macy's 10% discount voucher and enjoy in any Macy's store across the US. Somewhere2Shop wishes you a very Happy Shopping!

    Macerich shopping vouchers

    This Voucher is brought to you by Somewhere2Shop in association with Macerich Shopping Centres.  It provides discounts/special offers from participating shops in Scottsdale, Phoenix, Chandler, Tucson, Flagstaff, Santa Monica, Santa Barbara, Long Beach, Walnut Creek, Thousand Oaks, Los Angeles, Sacramento, Fresno, Boulder, Metro Denver, Chicago, Portland and McLean. Happy Shopping!

Shopping Tips

Best boutique shopping

Old Town

Best centrally located indoors shopping

900 North Michigan Shops and Water Tower Place

Best choice of designers

Magnificent Mile and 900 North Michigan Shops

Best outlet shopping

Gurnee Mills Outlet Mall