5 Chicago Holiday Favorites
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5 Chicago Holiday Favorites
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YouTubeL Stop Tours
Best Things to Do in Chicago 2026 | Chicago Travel Guide, River Cruise & Food Spots
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Best Things to Do in Chicago 2026 | Chicago Travel Guide, River Cruise & Food Spots
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YouTubeTravel Scout
Classic #holiday activities in #Chicago #thingstodo #thingstodoinchicago
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Classic #holiday activities in #Chicago #thingstodo #thingstodoinchicago
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YouTubeWBEZ Chicago
5 activities to do in Chicago this holiday season! For more holiday pop ups and experiences in Chicago, check out the free @Empo app! 🎅✨🤍🌨️ #chicagoholidayevents #funthingstodoinchicago #chicagochristmas #holidaysinchicago #chicagoholidaytrain #chicagothingstodo
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5 activities to do in Chicago this holiday season! For more holiday pop ups and experiences in Chicago, check out the free @Empo app! 🎅✨🤍🌨️ #chicagoholidayevents #funthingstodoinchicago #chicagochristmas #holidaysinchicago #chicagoholidaytrain #chicagothingstodo
100K viewsNov 25, 2023
TikTokkeninchicago
5 Must-Do Chicago Christmas Activities for Your Holiday Bucket List
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5 Must-Do Chicago Christmas Activities for Your Holiday Bucket List
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TikTokkayleejochicago
Top Things To Do in Chicago This November 🎄✨ Get ready for Chicago’s most festive month holiday lights, ice skating, markets, parades, and more! 📍 McCormick Tribune Ice Rink – Millennium Park 🕐 Opens Nov 21 • Free admission (reservations required)Chicago’s most iconic outdoor skating rink, open daily. 📍 Light of Christmas Drive-Thru – Guaranteed Rate Field 🕐 Opens Nov 21, • Over 1 million synchronized lights. Chicago’s drive-thru holiday light show returns this season. 📍 Chicago Christmas
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Top Things To Do in Chicago This November 🎄✨ Get ready for Chicago’s most festive month holiday lights, ice skating, markets, parades, and more! 📍 McCormick Tribune Ice Rink – Millennium Park 🕐 Opens Nov 21 • Free admission (reservations required)Chicago’s most iconic outdoor skating rink, open daily. 📍 Light of Christmas Drive-Thru – Guaranteed Rate Field 🕐 Opens Nov 21, • Over 1 million synchronized lights. Chicago’s drive-thru holiday light show returns this season. 📍 Chicago Christmas
54K viewsNov 1, 2025
FacebookThings To Do In Chicago
🎄 Ultimate Chicago Holiday Weekend Itinerary ✨ Plan your festive weekend in the Windy City with this full guide! Friday 11/21 – Kickoff & Tree Lighting • Check into Sofitel Chicago 🏨 – Start your holiday weekend in style! @sofitelchicago • 6 PM – Millennium Park Tree Lighting Ceremony 🌟 – Watch Chicago light up for the season. @millennium_park • Dinner at Petterino’s 🍝 – Cozy Italian classics to end your first night perfectly. @petterinos_ Saturday 11/22 – Markets, Skydeck & Lights Festival
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🎄 Ultimate Chicago Holiday Weekend Itinerary ✨ Plan your festive weekend in the Windy City with this full guide! Friday 11/21 – Kickoff & Tree Lighting • Check into Sofitel Chicago 🏨 – Start your holiday weekend in style! @sofitelchicago • 6 PM – Millennium Park Tree Lighting Ceremony 🌟 – Watch Chicago light up for the season. @millennium_park • Dinner at Petterino’s 🍝 – Cozy Italian classics to end your first night perfectly. @petterinos_ Saturday 11/22 – Markets, Skydeck & Lights Festival
7K views11 months ago
FacebookWindy City Chicago
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Looking for the BEST things to do in Chicago this Christmas? You’re in the right place 🎄✨ Follow @thingstodoinchicago for holiday pop-ups, Christmas lights, festive restaurants, markets & all the magical spots. 👉 Follow @ThingsToDoinChicago for more! 👇 What comes to mind when you think of Chicago during Christmas? #thingstodoinchicago #explorechicago #chicagoexplore #chicagogram #chicagothingstodo #chicago #chicagoinfluencer #chicagoevents #chicagocontentcreator #instachicago #chicagochristma
192K views11 months ago
FacebookThings To Do In Chicago
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Top 5 Things To Do in Chicago with Kids | Family Travel Guide
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YouTubeYopki - Travel Planning App | Itinerary Templates
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10 best Holiday activities in Chicago 🎄🎅🎆 📍Millennium Park Christmas tree @millennium_park 📍Lincoln Park Zoolights @lincolnparkzoo 📍Millennium Park Ice skating @millennium_park 📍 Magnificent Mile Lights( Christmas Trees at Wrigley Building, Water Tower) @themagmile 📍Macy’s Holiday Window @macys 📍 Christmas Around the World at Griffin Museum of Science and Industry @msichicago 📍Navy Pier - Light up the Lake @navypierchicago 📍Christkindlemarket - Christmas Market @thechristkindlmarket �
362 views11 months ago
FacebookWanderingcreatormeghana
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15 Things to Do in Chicago This December 🎄✨ If you’re looking for the best holiday experiences in the city, here’s your checklist👇🏼 🎅 Jack Frost Christmas Pop-Up @jackfrostchristmaspopup 🎄 Christkindlmarket @thechristkindlmarket ⛸️ Ice skating at Millennium Park 🌟 Lincoln Park ZooLights. @lincolnparkzoo 🍽️ The Walnut Room at Macy’s @macys 🎄 Millennium Park Christmas Tree ✨ Navy Pier Light Up the Lake @navypierchicago 🚆 CTA Holiday Train @chicagocta 🍭 MUAH Cotton Candy @muahcottoncandy
47.5K views11 months ago
FacebookWindy City Chicago
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Top Things to Do in Chicago: A Comprehensive Guide
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TikTokidontgo2afters
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5 cosas que hacer esta Navidad en el centro de Chicago. 🎄🎅🎁✨️ 🎄 Amigazos, Disfruten de estas épocas de Navidad, que hay muchas actividades que pueden hacer. Aqui les dejo mis 5 recomendaciones. 👉 VISITA: LoopChicago.com/Holidays para una lista completa con toda la información de que hacer en el centro de Chicago. 👉 SIGAN @LoopChicago 🎁 SORTEO por Instagram Gana un paquete de vacaciones en Chicago valoradas en $1,000. Para entrar al sorteo: Haz una publicación de tu visita al centro de Chi
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FacebookChido Chicago
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Holidays @ Skydeck | Make it your family’s highest holiday tradition in #Chicago!
66 views11 months ago
YouTubeSkydeck Chicago
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Chicago’s Most Festive Weekend Yet | Dec 5–7 Weekend Walkthrough
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YouTubeSweet Homes Chicago
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10 HOLIDAY THINGS TO DO IN CHICAGO THIS NOVEMBER 2026 The holiday season is kicking off in Chicago! From Christmas markets and festive dining to magical light displays and family traditions, here are 10 holiday events and experiences to add to your November calendar. 1. The Walnut Room at Macy’s – November 7 2. Magnificent Mile Lights Festival – November 21 3. Christkindlmarket at Daley Plaza – November 20 4. Christmas Around the World at MSI – November 7 5. Chicago Christmas Tree Lighting – Nov
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TikTokchicago_moms
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Lincoln Park ZooLights 2025 ✨ Magical Holiday Light Show Chicago #lincolnparkchicago #chicagoparks
658 views10 months ago
YouTubeShruti's Blaze A Trail
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Christkindlmarket Chicago 2025 – Dates, Timings, What to Expect 🎄
641 views11 months ago
YouTubeAllEvents
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The ultimate holiday drive-thru in Chicago is back! 🚗💫 Over one million Christmas lights light up tunnels of color, synced to festive holiday music, creating the kind of magical experience you can feel all around you. Drive through dazzling light displays and glowing Christmas trees for a one-of-a-kind immersive family experience in Chicago. Perfect for holiday date nights, family outings, and creating unforgettable memories. 📍3326 S Wentworth Ave 🎟️ Get tickets via link in bio! Opens Novemb
388.8K viewsNov 4, 2025
FacebookThings To Do In Chicago
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Jack Frost Christmas Pop Up is now open in Chicago!!! 🎄🎅🏼🎁 #thingstodoinchicago
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YouTubethelifeofMarija
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Winter WonderFest at Navy Pier: Holiday Fun in Chicago
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TikTokwindy_citychicago
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CTA Holiday Train Chicago 2025 is officially back! 🎄🚆✨
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YouTubeAllEvents
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Macy's French Market /Holiday Square on 7th Floor at State Street in Chicago
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YouTubeTravelPeterK
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🎄✨ 3 floors of Christmas overload just dropped in Chicago. Frosty’s Christmas Bar is officially open for the season, and it’s one of the most festive spots you can hit this month. They have themed holiday cocktails, glowing rooms, wall-to-ceiling decor, nonstop photo ops, and a cozy upstairs vibe that feels straight out of a Christmas movie. If you’re looking for a holiday bar to check out this week… this one delivers every single year. 🎅🔥 📍 Frosty’s Christmas Bar - 809 W Evergreen Ave, Chic
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FacebookThings To Do In Chicago
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Electric Illumination: Holiday Fun at Morton Arboretum
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TikTokhausofheidior
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Chicago travel tips: What to see and do in the city
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Free Things To Do In Chicago This December
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TikTokwindy_citychicago
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TikTokwindy_citychicago
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Make sure to add these to your Chicago holiday bucket list🎄🎁🧣 #ChicagoActivities #chicago #explorechicago #windycity #fyp #thingstodoinchicago #chicagolife #chicagotiktok #chicagogram #christmascountdown
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TikTokwindy_citychicago
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Chicago Holiday Bucket List: Best Christmas Events 2025
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TikTokkayleejochicago
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5 Free Things to Do in Chicago This Spring
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TikToksecret.chicago
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🎄✨ Christmas in Chicago starts at Jack Frost in Fulton Market and this year it’s unreal. If you’re looking for one place that feels like stepping straight into a full Christmas village… this is it. It’s Chicago’s WILDEST and BIGGEST outdoor interactive Christmas pop-up, packed with nonstop things to do for families, date nights, and friend groups 👶🎅✨ ❄️ NEW Holiday Ice Dance Show Happens 3× per night don’t miss it. (Seriously… this upgrade alone will make tickets sell out earlier than normal.
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FacebookThings To Do In Chicago
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Reservations at the Walnut Room at @Macy’s in Chicago largely filled in 4 minutes. Here is what you can do to try to get in! #walnutroom #christmas #chicago #macys
3.4K views1 month ago
TikTokmessymommies
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As a Chicago girl who’s been to over 30 Chicago holiday events, these five I have never done before and are at the top of my list to do this year! From rooftop ice-skating and curling to a 1940s radio broadcast play, I hope these are ideas that you can add to your Chicago Christmas activities ❤️ Share in the comments what’s on your things to do in Chicago bucket list this season 🎉 #chicagogram #thingstodoinchicago #chicagobucketlist #chicagoactivities #chicagochristmas #chicagowinter #chicagoev
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FacebookKaylee Jo Chicago
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Here are 5 of our favorite cheap things to do in Chicago for $20 and under! 👀🌟💸 From affordable food and restaurants, to free museum days, to trying out a theme park ride right here in the city, there’s no shortage of fun, affordable things to do in Chicago. 🎢 What are cheap things to do in Chicago? 🔗 Head to the link in our bio for our full list of more than 30 activities. #chicago #cheap #cheapthingstodo #thingstodoinchicago #chicagothingstodo
21.3K viewsApr 24, 2025
TikToksecret.chicago
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5 Things To Do In Chicago IL 📍 For November Chicago — November is rolling in with crisp lakefront winds and cozy fall energy 🍂 If you’re hunting for unique, hands-on ways to connect around the Windy City this month, consider your plans sorted ☕ Here’s our roundup of the most bespoke things to do in Chicago IL for the month of November 🎯 5️⃣ Stained Glass Suncatchers 📅 Sun, Nov 15 | 📍 Guinness Open Gate Brewery Chicago 4️⃣ ✉️ Love Letters & Wax Seals 📅 Sat, Nov 21 | 📍 October Cafe 3️⃣ 🌿 M
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TikTokhoamsychicago
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Top 5 Must-Try Chicago Foodie Spots
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TikTokhatis.explores
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YES CHEF 🫡 the bear themed experienced in 📍chicago
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YouTubeGetYourGuide
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Top 7 Must-Do Activities in Chicago for St. Patrick’s Day
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TikToktravelingwithalexa
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Chicago’s holiday bus is back in service! Here’s a look inside
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YouTubeNBC Chicago
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Planning your first trip to Chicago? Here are the Top 10 Must-Do Activities you won’t want to miss! Watch the video to discover the best experiences in the Windy City. ✨ #ChicagoTravel #ThingsToDoInChicago #windycitychicago #chicago #chitown #windycity #explorechicago #fyp #visitchicago #chicagotourism #travel #chicagotiktok | Windy City Chicago
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FacebookWindy City Chicago
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Top 5 Nighttime Activities in Chicago
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TikTokcarmenruiz.realtor
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Discover the Sweetest Holiday Treat in Chicago
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TikTokmuahcottoncandychicago
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CHRISTMAS IN CHICAGO ✈️ #chicago #wls #packwithme #vsg
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YouTubeBariTale Coaching
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Aurora Festival of Lights | Drive-Thru Christmas Lights Near Chicago
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YouTubeAndrew & Jerumy | Midwest Travel Content Creators
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YouTubeWorld Landmark Journeys
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The Ultimate Chicago Holiday Date Spot! 🎄✨ (Catchy & Searchable)
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YouTubeGrace Andrews Diaries
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Chicago 2025: Magnificent Mile Lights Parade Dazzles on Holiday Magic Night
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YouTubeFamily Travel Itineraries
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🚨 Top 5 Chicago suburbs experiences of 2025🚨 I had an exceptionally fun year with my family and friends and I'm so greatful to have experienced all of this ♥️ I've always been someone that wants to explore the world and sometimes that can be hard with kids, a job and a packed schedule so I figured I would start exploring around my area. We are so blessed to live in a metro area that has so much to offer! 🔥 The top 5 experiences are: 5. @Slick City Action Park - indoor slide park 📍1830 Towne
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TikToktaystingchicagosuburbs
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Chicago Memorial Day & June Weekend Guide | Best Things To Do in 2026
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YouTubeBryce Coffey Travels
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Happy Holidays in Chicago 🇺🇸🎄 | Winter Magic & City Lights | Cinematic 4K
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YouTubePauli | De viajes y otros demonios
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YouTubeTwinkle Joy
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YouTubeCaitlin Wright - Chicagoland Real Estate Agent
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YouTubeSweet Homes Chicago
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