With delicious food, stunning architecture, and a cultural scene like nowhere else, Chicago is world-renowned for the sheer variety this city has to choose from. But having that many choices available can get overwhelming when it comes to selecting one perfect gift for a friend or family member for a special occasion. 

Here’s the thing: Decision fatigue is real.  With this in mind, here’s our easy roster of twenty fantastic, uniquely Chicago gift ideas curated to delight anyone (and everyone) you’re shopping for in 2021.

For Foodies and Culinary Lovers

#1 To: Tour Takers

chicago food tour

Source: Chicago Food Planet

From deep-dish pizzas and Italian beef sandwiches, to cold and crisp craft beers, Chicago has a cornucopia of cuisines on offer that are not only unique to the city, but also nothing short of spectacular. The best way to give someone a wide selection of the best foods in Chicago is through a food tour. It’s a chance to satisfy your favorite foodie’s culinary cravings and give them an unforgettable tour of the city on the same day!

Can’t decide? Let your recipient choose for themselves by purchasing them a gift card in any amount. That way, they’ll be sure to get to the exact destinations and foods they’ll enjoy most. 

#2 To: Confection Perfectionists

chicago food plate

Source: Facebook

Choose from the many tasty treats and sweets available at Katherine Anne Confections, a staple of Logan Square for over a decade. Their chocolates and caramels are made with the finest local ingredients, from wildflower honey to cream from Illinois cows. Boxed truffle gift box options include flavors like lemon poppyseed and toasted coconut rum.

#3 To: Traditional Treat Tasters

A display of snack foods

Delight your loved ones with some of Chicago’s most iconic and delicious 312 treats in this one-of-a-kind snack pack. You’ll feel like your standing on Michigan Avenue as you snack on Garrett’s popcorn, Frango chocolates, cinnamon roasted nuts and more. The perfect way to travel through food!

#4 To: Truffle and Chocolate Connoisseurs

This Illinois chocolate box features chocolate in all of the best ways! A box of chocolate is the perfect way to say “Thank you”, “I love you” or “Happy Birthday” featuring Chicago locals like:

  • Katherine Anne’s Confectionery meticulously handcrafts all of its products, including these 4 artisan truffles
  • Morke’s Chocolates began in 1920 in downtown Chicago. They’ve spent the last century creating chocolates such as hand-dipped chocolates like these and continue to delight their customers four generations later!
  • Following a recipe passed down from Terry’s Grandmother McCall, Terry’s Toffee made this 1/4 lb of artisanal toffee with the best, all-natural ingredients sourced around the world.
  • A favorite straight from Daley Plaza and Christkindlmarket Chicago, Bob’s Belgian Hot Chocolate is out-of-this-world.

These iconic and luxury chocolates are some of the finest in all of the world. Consider one of these boxes to have a sample of a few of the best chocolates of Chicago.

#5 To: Gourmet Popcorn Groupies

Garrett popcorn chicago

Source: Chicago Food Planet

The streets of Chicago have been filled with the irresistibly buttery scents coming from Garrett Popcorn Shops since 1949. One of the popular gift choices includes a bag of Garrett Mix®, which blends Garrett’s famous CaramelCrisp and CheeseCorn varieties. The namesake mixture was developed as an answer to their fans’ requests for sweet and savory all in one bite.

#6 To: Craft Beer Buffs

Chicago beer

Source: Facebook

For Chicago gift-givers with lovers of suds on their list, the city is home to many creative craft breweries and distilleries. Check out this list of the  Final-Final, Indisputable Ranking of Chicago’s Ten Best Craft Beers for suggestions and gift ideas. This top ten roster showcases the highest-ranked beers that have helped make Chicago a craft beer lover’s paradise.

For a Classic Chicago-Based Gift Idea for the Kiddos

#7 To: Budding Builders and Architects

chicago architecture

Source: The Brick Architect

For children who dream of living in Chicago or already do, here’s a great gift that’s not only educational, but also fun. From the LEGO® Architecture line of pre-designed packages, the Chicago 21033 option allows youngsters to recreate the blend of historical and modern buildings found in the city’s skyline. 

The sets are scaled to offer an accurate representation of the size of each of these structures along with true-to-life colors. The package features the Willis Tower, John Hancock Center, Cloud Gate, DuSable Bridge, Wrigley Building, and the Big Red that includes a decorative “Chicago” nameplate. This kit will delight kids for years whether they build it once and put it on display or construct it over-and-over again.

For Sports Enthusiasts

#8 To: Chicago Sports Devotees

chicago sports museum

Source: Chicago Sports Museum

From “Da Bears” to the Cubs, the Bulls, and the Blackhawks, the choice of a Chicago-themed sports-related gift never fails to get fans stoked for next season. While tickets are always an option, think outside the stub and try performing a search on sites like eBay for a huge selection of sports memorabilia and souvenirs.

From jerseys to caps, watches, and pens, there are a plethora of cool Chicago-related gift ideas to choose from for sports enthusiasts. Delve a little deeper into these options and consider choices that are personalized to score a touchdown for fans of any team.

#9 To: Classic Baseball Fans

Chicago cubs wrigley field

Source: WGN Radio 720

Again, while tickets to watch the Cubs play on their home field are a great, classic option, another excellent Chicago-based gift experience is to tour the historic Wrigley Field. Well-known for its ivy-covered walls, booking a tour of this classic coliseum will score a real home run with baseball fans. Whether it’s booked on a game day or when the stadium is closed to the public, tour takers will get an amazing behind-the-scenes look at this stunning stadium.

For Music Lovers

#10 To: Jazz and Blues Listeners

buddy guys legends jazz blues

Source: Facebook

The musical 2002 “Chicago” helped bring the spotlight on amazing musical performances back to the Windy City. An excellent way to experience the musical gifts Chicago has to offer jazz and blues fans is through one of these notable venues:

  • Consider booking a corporate or private event at Buddy Guy’s Legends as a possible Chicago holiday party for coworkers, family, or friends
  • Purchase tickets to attend an upcoming live music event at Kingston Mines, the Chicago Blues Center.
  • There are T-Shirts available from the Green Mill Cocktail Lounge, a local favorite venue for live music (formerly run by mobsters) that still showcases Al Capone’s favorite booth.

#11 To: Classical Music Fans

chicago classical music

Source: Facebook

The Chicago Symphony Orchestra is one of the most well-respected groups of musicians performing on a global scale. Tickets to see some of the world-class conductors at work are both an affordable and imaginative gift for the music lover in your life. There are also Chicago music themed gifts available from the Symphony Store, including CDs, T-shirts, coffee mugs, and more.

Making a donation to a non-profit music organization in your recipient’s name can also be a great alternative to giving them an actual gift. Ways to support the symphony include making a personal contribution, corporate sponsorship, or becoming involved in their charity work.

For Lovers of the Theater

#12 To: Classic Audiences

chicago architecture foundation

Source: Chicago Architecture Center

Often used as a backdrop to movies filmed in the city, the downtown Chicago Theatre is nothing short of a spectacular showcase of stellar performances. In addition to purchasing tickets to see comedians, world-class dance companies, renowned musical performers, and well-respected cultural figures, creative gift choices also include booking a historic tour of this amazing facility.

Renting the venue as a unique location for an upcoming grand event (think weddings or galas) is also a possibility. With a capacity of 200 people on stage, up to 800 with an extension, and outside catering available, wouldn’t this make an unbelievable spot for an unforgettable event? 

#13 To: Shakespearean Enthusiasts

navy pier shakespeare theatre

Source: Navy Pier

Purists to stage performances are glued to their seats when the curtain opens at the Chicago Shakespeare Theater (or CST). Located on Navy Pier, the CST is the largest performing arts center in Chicago and puts on many of William’s classic plays, from “Romeo and Juliet”, to “A Midsummer Night’s Dream”, to “Hamlet”, and more.

Family-friendly options include presentations of “Peter Pan” or “Bedknobs and Broomsticks”. Speaking of options, another Chicago gift idea includes donating to this non-profit organization in the name of the recipient as a way to show their support of the arts in Illinois. 

#14 To: Folks Who Enjoy Dinner and a Show

Chicago food tours hot dogs

Source: Chicago Food Planet

When purchasing tickets for a performance at the Chicago Shakespeare Theatre as a Chicago experience gift, why not add a an Iconic Foods of Chicago Food Tour to the package for an all-day and night adventure? Recipients will enjoy delicious dining options in the afternoon, and spend some time exploring the many attractions on the boardwalk before heading off to attend a show at the classic Shakespearean theater. 

For Fans of History, Art, and Museums

#15 To: Art Institute Admirers

Chicago Art Institute

Source: Facebook

This premium venue is an excellent choice for a Chicago-based art-related gift. Plus! There are plenty of souvenirs to take home from their gift shop. At the Art Institute of Chicago, exhibits are rotated year-round and new additions are made regularly. Considering all the new exhibitions that come through too, no one will be offended if you get them tickets to the same place more than once. Every visit to this magnificent Chicago spot is a chance to have a fresh artistic experience. 

#16 To: Champions of Contemporary Art

Chicago contemporary art

Source: Facebook

Lovers of modern and current art will find exactly what they’re looking for when attending a viewing at the Museum of Contemporary Art. Giving the gift of tickets to this modern art meca is sure to engage experienced art lovers, and may even open some new eyes to the beauty of these fascinating creations.

#17 To: Medical Science Fans

Source: The International Museum of Surgical Science 

Source: The International Museum of Surgical Science

While this one might seem like a stretch, you’d be surprised by how fascinating the history and future of medicine really is. Located in the Gold Coast, the beautiful International Museum of Surgical Science showcases life-size statues of some of the most prominent surgeons and physicians from the past, as well as a curious (and sometimes bizarre) mix of medical equipment and displays to explore.

#18 To: Mexican Art Appreciators

chicago mexican art

Source: Facebook

Chicago gift recipients of tickets to this venue will experience an amazing collection of Hispanic inspired pieces at the National Museum of Mexican Art. Visitors are given breathtaking examples of artistic creations sprinkled throughout the museum. Make it a full day in Pilsen by booking tickets on a Tacos & Tequila Tour to discover some of the authentic, hidden gems of the neighborhood. 

#19 To: Natural History Enthusiasts

Chicago Field Museum

Source: Field Museum

Another quintessential educational Chicago location is the Field Museum. Home to one of the largest natural history collections in the world, the focal point of the museum is undoubtedly Sue, the most complete, frightening, and Twitter active T-Rex skeleton ever discovered. Another big attraction is Máximo the Titanosaur—literally the biggest dinosaur on earth. If you’re hoping to gift a larger-than-life learning experience this year, the Field Museum will not disappoint. 

#20 To: Armchair Detectives and Hardcore Crime Buffs

Chicago crime tours

Source: Chicago Crime Tours

The high-profile gangster Al Capone was a huge part of Chicago’s famous past when mobsters ran the streets of this city day and night. For true crime fans and history buffs, consider this unique experience available from Chicago Crime Tours. Their bus tours include stops at locations where the likes of Capone, John Dillinger, Frank “The Enforcer” Nitti, and many others ruled the roost during the prohibition era.

Their tour buses also swing by the site of the St. Valentine’s Day Massacre, one of the most notorious mass-murders in American history. While booking a tour is always a possibility, there are also gift certificates available for this venue that would make a truly unique Chicago gift idea.

Chicago Food Planet offers a variety of awesome walking food tours in Chicago

Devour all five of the iconic “Chicago-style” dishes from the eateries that perfected them on our most popular downtown tour.

Tour Length3 Hours
Cost$75 Adult | $50 Adolescent | Free Child (6 & Under)
Tour Distance1.4 Miles
NeighborhoodsRiver North & Streeterville

Discover why Pilsen was named one of the “12 Coolest Neighborhoods Around the World” by Forbes on our Street Foods of Pilsen Food Tour.  

Tour Length3 hours
Cost$85 Adult With Alcohol | $50 Adolescent | Free Child (6 & Under)
Tour Distance1.4 miles
Interested in other delicious content?

Subscribe to our newsletter!

  • This field is for validation purposes and should be left unchanged.