Set on Lake Michigan, Chicago is a stunning metropolis with a dramatic cityscape and picturesque views. Considered one of the most advanced cities in the country, Chicago is well-known for its marvelous architecture, high-end attractions, and iconic landmarks. If you are traveling to this side of Illinois with your family, you will surely have a fabulous time at Millenium Park. For shopping, dining, and life’s luxuries, Navy Pier should be your go-to. Chicago might be an ideal destination all-year-round, and it is even more captivating during the yuletide season for Christmas markets scatter across this charming upscale city. For your guidance, here is a list of the most delightful Christmas markets in Chicago, Illinois that you should check out. Feel free to browse below.
1. Christkindlmarket

On your first day in the stunning city of Chicago, you might be interested in checking out the Christkindmarket on 50 West Washington Street. In the bustling area of Daley Plaza, a traditional festival happens yearly since 1996. It is a dreamy winter wonderland with wooden chalets that offer various handicraft goods that you can buy as presents for the ones you love and even for yourself. Not only that, but you can sample some Christmas culinary delights here as well. Munch on some freshly roasted nuts and have a mulled red wine as you indulge in the festive spirits at Christkindmarket.
Christkindlmarket
Address: Daley Plaza, 50 W Washington St, Chicago, IL 60602
Website: Christkindlmarket
Dates: November 19 - December 24, 2021
Hours: Sun - Thu: 11am - 8pm; Fri - Sat: 11am - 10pm; November 25 (Thanksgiving) and December 24 (Christmas Eve): 11am - 4pm
2. Randolph Street Holiday Market
-ShopNov (Adrienne Baskin) Gold Bergdorf Goodman dress $135 Gold vase with leaf $126 Joy Frame $175 -Style Concepts...
Posted by Chicago Antique Market Randolph Street on Saturday, 21 November 2015
Planning to do some exciting Christmas shopping? If so, start your engine and drive to West Randolph Street. Here, you’ll be surprised by the number of merchants selling goods from artwork, glassware, clothing, jewelry, lots of accessories, handicraft goods to fresh flowers, and delicious culinary delights. Plus, it is a fabulous place to score some rare antique finds. Be sure to have your wallet ready because you just might get overwhelmed with all the shopping as this place offers excellent finds.
Randolph Street Market
Address: 1341 W Randolph St, Chicago, IL 60607, United States
Website: Randolph Street Market
Dates: December 4 - 5, 11 - 12, 18 - 19, 2021
Hours: 10am - 5pm
3. Renegade Craft Fair

If you are the type of person who is all about supporting local crafts, Renegade Craft Fair is a fantastic pop-up trade fair that you should not miss. You’ll find this delightful gathering of various merchants trying to impress shoppers with their colorful and quality goods. You can find here various designs of trendy clothing, carefully curated booths of glassware and silverware, beautiful artworks, and other artisan crafts. On record, it attracts almost 300,000 visitors annually and has a participation of almost 3,000 merchants with diverse offerings.
Renegade Craft Fair
Address: Revel Fulton Market, 1215 W Fulton Market, Chicago, IL 60607
Website: Renegade Craft Fair
Dates: December 18 - 19, 2021
Hours: 11am - 5pm
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4. One of a Kind Holiday Show
Can’t get enough of all the Christmas shopping and the festive vibes in Chicago? Complete the experience by joining the One of the Kind Holiday Show that is happening in the Merchandise Mart for four consecutive days. Almost 600 craftsmen will try to catch your attention in the hopes that you’ll take home their breathtaking goods. Some are made by hand while others are exquisitely machine-made. Everything that’s on your list is surely available here. Plus, you can make friends with other shoppers and share gift ideas and even recipes.
One of a Kind Holiday Show
Address: The Merchandise Mart, Chicago, Illinois, United States
Website: One of a Kind Holiday Show
Dates: December 2 - 5, 2021
Hours: December 2 - 4: 10am - 8pm; December 5: 10am - 5pm
5. Revolution Craft Show
Make the most of your holiday vacation in Chicago by swinging by North Kedzie Avenue for the fantastic Revolution Craft Show. This annual event is a gathering of skilled craftsmen and shoppers in a single place where there’s a lot of shopping, dining, and lovely entertainment in the background. Here, you’ll find beautifully designed vases and other home decors, artworks, knitted sweaters, jewelry, souvenir items, and a lot more.
Revolution Craft Show
Address: 3340 N Kedzie Ave, Chicago, IL 60618, United States
Website: Revolution Craft Show
6. Last Chance Holiday Sale @ The Hideout
During the Christmas season, shopping malls, retail stores, and boutiques conduct scheduled sales and promos left and right. The Hideout is no exception to that. Annually, this bustling shopping area invites merchants from all over the US to participate in a once-a-year event and gives them a venue to present their offerings. During the Last Chance Holiday Sale, you will be presented with a plethora of handmade items that you will surely love. Also, there are books, toys, and artworks for the kids, and home decors, jewelry, and clothing items are available for the adults. Plus, creative and sparkly Christmas ornaments will catch your attention–check them out for additional decoration on your tree.
The Hideout
Address: 1354 W Wabansia Ave, Chicago, IL 60642, United States
Website: The Hideout
7. The Annual Bolingbrook Holiday Shopping Event
If your main hideaway destination in Illinois is the charming village of Bolingbrook, fret not as this little place has a delightful shopping center where you can do all your Christmas shopping in one upscale location - The Promenade Bolingbrook in East Boughton Road. Here, you can find almost all you could need from luxurious boutiques to souvenir stores, trade fairs, excellent restaurants, chic cafes, recreational areas, and a lot more. Plus, they do an annual festival where 20 merchants are featured to sell their handicraft goods and specialty products.
The Promenade Bolingbrook
Address: 631 E. Boughton Rd., Bolingbrook, IL
Website: The Promenade Bolingbrook
8. CEH International Christmas Market
Another fantastic holiday trade fair, a short drive away from Illinois, is the CEH International Christmas Market in Riverwoods. This fantastic arts and crafts festival takes place in Estonia Lane. Here, you will be mesmerized by various goods that reflect diverse cultures from around the world. Also, vendors here are dressed in their national attires as if they flew all the way from their countries of origin. Not only do people come here for the shopping, but the place treats shoppers to a palatable adventure of different cuisines as well.
CEH International Christmas Market
Address: 14700 Estonian Ln, Riverwoods, IL 60015
9. Washington Street Holiday Market
Looking for a place where you can do some shopping without breaking the bank? If you are in Naperville, drive straight to South Webster Street and browse through a diverse collection of delightful quality goods. These products are very much affordable compared to those sold in shopping malls, as you will be buying them straight from their producers. Here, you can purchase not only some home decor and ornaments but even furniture fixtures. Also, there are rare vintage finds here and gorgeous pieces of jewelry. Delicious fares are sold by numerous food stalls in Washington Street Holiday Market as well.
Washington Street Holiday Market
Address: 523 S. Webster Street, Naperville, Illinois 60540
Website: Washington Street Holiday Market
10. Beadedpinktopia's Santa Paws Craft and Vendor Show
A blissful festival for the whole family, Beadedpinktopia’s Santa Paws Craft and Vendor Show is a fabulous place to bring your family if you’re visiting Aurora this Christmas season. The Orchard Valley Golf Course & Banquet Hall will be filled with sparkling lights and Christmas decors that resonate with the colors of Christmas. Various merchants will provide you with entertaining exhibitions and a well-curated presentation of their specialty products. Kids can also take pictures with Santa before going home. To top it all off, even your furry best friends are allowed to join the fun, and there are curated activities just for them.
Beadedpinktopia's Santa Paws Craft and Vendor Show
Address: Orchard Valley Golf Course & Banquet Hall, Aurora, Illinois, United States
11. Warehouse 109 Holiday Market
Organized by Warehouse 109, everyone is invited to a fantastic one-day shopping event in Plainfield, Illinois. This fall, you can buy various items for the upcoming Christmas season. You can score some colorful home decors, ornaments for your tree, and even seasonal food. Plus, vintage finds and handcrafted items that are popular with shoppers are also available at Warehouse 109 Holiday Market. You can browse through a plethora of stalls and do some shopping and dining.
Warehouse 109 Holiday Market
Address: 14903 S Center St #109, Plainfield, IL 60544, United States
Website: Warehouse 109 Holiday Market, Facebook
Date: November 28, 2021
Hours: 10am - 2pm
Price: 2 USD
12. Tri-County Christian School Holiday Market

The Tri-County Christian School will be holding a fantastic trade fair and festival in Park Hills Church. This event supports various charities that the school supports and has become a recurring annual fair. Everyone is welcome to join the fun, whether you are a vendor or a shopper. Presently, numerous vendors have signed up already. Here are some booths that shoppers can expect: Izzy Rose Boutique, Cynthia & Cynthia, Kat’s Art Studio, Color Street, Cummins Crafts, and many more. 10 percent of the proceeds go directly to the charity. What better way to celebrate the season of giving than to give back, right?
Tri-County Christian School Holiday Market
Address: Park Hills Church Gymnasium, 2525 W Stephenson Street, Freeport, IL 61032
Website: Tri-County Christian School Holiday Market
Date: December 11, 2021
Hours: 9am - 2pm
13. Naperville Holiday Sip Shop Share

Heading to Naperville this yuletide season? You might catch the Annual Naperville Holiday Sip Shop Share, happening in Chicago Mariott Naperville. This exciting holiday event will bring joy and Christmas bliss to both locals and tourists alike. During the event, there are going to be a lot of vendors with diverse offerings. Not only that but there will be a fantastic wine tasting event that the adults will surely enjoy. Games and raffles can also be expected, as well as family photobooths. Plus, Oberweis will serve complimentary hot choco for everyone!
Naperville Holiday Sip Shop Share
Address: Chicago Marriott Naperville, Naperville, IL, US
14. Christmas Boutique at Graue Milll and Museum
Christmas at the Mill is next weekend! A great time and place to get in the mood for the upcoming holiday season ! It's...
Posted by Nancy Krahn Jewelry Design on Sunday, 11 November 2018
Fall in love with Oak Brook this advent season by swinging by York Road and participating in the annual Christmas Boutique, hosted by Graue Mill and Museum. This is a wonderful event that will provide people with a fantastic venue to do their Christmas shopping without breaking their banks. Skillful local merchants are invited to present their goods. Here, you’ll find unique and ideal gift items, such as stained-glass decors, knitted clothing, stocking stuffers, and a lot more.
Christmas Boutique at Graue Mill and Museum
Address: 3800 York Rd, Oak Brook, IL 60523, United States
Make the most of your vacation in Chicago this yuletide season
Chicago is a breathtaking city that is known for its majestic cityscape, marvelous architecture, and upscale attractions. With a city as gorgeous as it is, you will never run out of things to do and places to visit. If you are planning to spend the holiday season on this side of Illinois, you will not be disappointed as there will be lots of Christmas markets to provide you with a festive shopping and dining experience. Use this list as your guide in planning your stops on your yuletide vacation in Illinois.
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