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11:22

What to do in Chicago this holiday season | Full Christmas Itinerary

12.3K viewsNov 7, 2024

YouTubeCaira Button

0:20

Explore Chicago's Winter Road Trips and Scenic Views

119.3K views9 months ago

TikTokunitedstate452

0:14

Chicago turns into pure magic during the holidays 🎄✨ From sparkling lights to snowy streets, this is why Chicago stands tall as the best big city and the #1 Christmas destination. ❄️🏙️ Downtown Chicago 📍 #chicagophotographer #chicagolife #chicago #chicagoarchitecture #chitown #chicagoblogger #chicagodowntown #chicagotravel #chicagogram #chicagogram #chicagoland #chicagoexplore #snow #christmas #holidays #chicagobucketlist | Travel With Me

205.5K views10 months ago

FacebookTravel With Me

0:23

Exploring Scenic Winter Drives in Chicago

464.4K views1 year ago

TikTokmiraericson

0:19

Explore Winter Road Trips in Chicago

263.8K viewsOct 14, 2025

TikTokunited.state.vibes

0:14

Chicago Winter Road Trip: Scenic City Drive USA

28.3K views7 months ago

TikToknancy_ryan_

0:13

Exploring Winter Road Trips in Chicago

8.2K views11 months ago

TikTokmiraericson

0:12

Merry Christmas, Chicago 🎄✨ There’s nothing like Christmas in Chicago, snow-dusted streets, glowing lights, and a city full of heart. Wishing everyone peace, love, and warmth this holiday season. 👉 Follow @ThingsToDoinChicago for recommendations! #thingstodoinchicago #chicagochristmas #explorechicago #chicago #chicagocontentcreator | Things To Do In Chicago

61.8K views10 months ago

FacebookThings To Do In Chicago

1:00

Exploring Chicago: A Winter Road Trip Adventure

2.9K views8 months ago

TikTokunitedstate452

32:16

700+ Miles Christmas Road Trip Illinois to Kansas City in a Rivian

2.9K views9 months ago

YouTubeJesse Adan

10:16

Chicago at Christmas with Kids

426 views10 months ago

YouTubeA Mom Explores

0:17

Christmas Day in Chicago often comes with fresh snowfall, turning the city into a winter wonderland sparkling lights, snow-covered streets, and pure holiday magic.❄️🎄 Downtown Chicago 📍 #chicagophotographer #chicago #chicagolife #chicagoarchitecture #chitown | Travel With Me

504.3K views10 months ago

FacebookTravel With Me

1:16

If you’ve been thinking about Chicago for Christmas, this is your sign to go. Here’s your perfect holiday weekend. 🎁 ⬇️⬇️⬇️ Drop other winter/Christmas itineraries you want to see #traveltipsandtricks #traveltok #vacationideas #nopassportneeded #traveltiktok #nopassportrequired #domestictravel

408.6K viewsOct 20, 2025

TikTokwhitneyelle_

0:56

Chicago Holiday Bucket List: Best Christmas Events 2025

72.2K views11 months ago

TikTokkayleejochicago

Exploring Chicago: Winter Road Trip Adventures

14.4K views8 months ago

TikTokunitedstate452

0:13

Driving through snowy streets at night in December with Christmas lights around is one of the best feelings in Chicago 🇺🇸 #Chicago #chitown #chicago #Christmas #December #light #inspiration | Travel With Me

69.7K views10 months ago

FacebookTravel With Me

0:14

Chicago looks beautiful in December with snow-covered roads, glowing lights, and quiet night drives 🇺🇸 ❄️ ⛄️ #chicago #chicagotravel #chicagogram #chicagoarchitecture #chicagolife #chitown #chicagoblogger #december #December2025 #reel | Travel with me

110.6K views10 months ago

FacebookTravel with me

0:11

December in Chicago is one of the most magical times of the year, and one of the busiest for holiday events, winter activities, and Christmas lights across the city. ❄️✨ If you’re searching for things to do in Chicago in December, here’s your sign to get out and explore. Winter here has a way of turning the city into a real-life snow globe. Fun fact: Chicago’s very first city tree lighting dates back to 1913, and more than 100,000 people attended. Today, holiday favorites like ZooLights glow wit

39K views10 months ago

FacebookThings To Do In Chicago

1:14

Christmas Trips with NO Planning 🎄✨ #christmas #nyc #christmastree #chicago #foryoupage

1K views1 month ago

TikTokimissoldchristmas

0:14

Chicago in December ♥️ #chicago #downtown #chicagodowntown #chicagoarchitecture #usa Chicago, travel Chicago, winter road trip in Chicago, scenic city winter drive, snow drive, Trump International Hotel & Tower Chicago, London House Chicago

83.7K views10 months ago

TikTokrealalinabruse

0:13

Driving through Chicago at night during snowfall feels calm, relaxing, and beautiful. 🇺🇸 ❄️ ⛄️ #Snow #reel #chitown #chicagogram #chicago #december #Christmas | Travel with me

156.1K views10 months ago

FacebookTravel with me

0:47

🎅🏻Core memory alert! A quick overnight from Chicagoland that’s easy to book last minute… ⛴️Cruise to Santa’s lake house and hear him read your kids’ names off the nice list! The Santa Cruises on Lake Geneva are a wonderful holiday option. We loved sailing past the mansions, singing carols, and of course, finding Santa’s getaway. The kids were SO excited to hear him read their names! We ate at Pier 290 which is right next to the cruise and very kid-friendly. This is also where you can find the

4.8K views11 months ago

FacebookBusybeeburbs

0:45

✨5 hour road trip from Chicago!✨ . . . Frankenmuth, MI is only 5 hours from Chicago and 1.5 from Detroit! Here you can experience a German town and Bavarian architecture. My recs include: 1.Zehnder’s of Frankenmuth 📍730 S Main St, Frankenmuth, MI 2.Frankenmuth Cheese Haus 📍545 S Main St, Frankenmuth, MI 3.Frakenmuth Fudge Kitchen 📍606 S Main St, Frankenmuth, MI 4.Norlins Beignets & Coffee 📍646 S Main St, Frankenmuth, MI . . #chi #chicago #chitown #chicagoroadtrip #detroit #detroitmichigan #c

369.3K viewsSep 26, 2025

FacebookSavannah Rosson

16:04:10

Christmas Drive LIVE 🚗 24/7 Acoustic Folk Guitar for Long Evening Holiday Roadtrips

634 views10 months ago

YouTubeFreshAir

8:57

My Solo Trip to Chicago | Holiday Lights & Sightseeing

600K viewsDec 10, 2023

YouTubeAllison Anderson

1:00

Exploring Chicago: A Scenic Winter Road Trip

839.6K views8 months ago

TikTokunitedstate452

0:17

Explore Winter Road Trips in Chicago and New York

512.5K viewsSep 28, 2025

TikTokellaskye.vibes

0:28

holiday vibes everywhere #chicago #christmas #trip #girlstrip #winter | chicago christmas

480.2K viewsJul 24, 2025

TikToknicoleeeemma

0:16

Winter Road Trip Through Chicago's Scenic Spots

207K views8 months ago

TikTokunited.state.vibes

1:00

Explore the Beauty of Chicago: A Winter Road Trip

168.7K views8 months ago

TikTokunitedstate452

0:18

Exploring Chicago's Winter Wonderland: A Scenic Drive

156.8K views10 months ago

TikTokrealalinabruse

0:14

🔥♥️ #chicago #downtown #chicagodowntown #chicagoarchitecture #usa Chicago, travel Chicago, winter road trip in Chicago, scenic city winter drive, snow drive, Trump International Hotel & Tower Chicago, London House Chicago

152K views11 months ago

TikTokrealalinabruse

Chicago Winter Activities and Christmas Bucket List

255.1K viewsOct 17, 2024

TikTokmeganschibelka

1:01:17

Route 66 Day One - 100 Year Anniversary Road Trip - Starting in Chicago, IL - 2026

46.6K views3 months ago

YouTubeThe Carpetbagger

0:15

Looking for things to do in Chicago this weekend? This one is truly one of a kind,a Christmas lights drive-thru where the sky lights up with a drone show! this is Light of Christmas Drive Thru 🎟️ Visit link in bio for tickets! 📍 3326 S Wentworth Ave Parking Lot A Chicago, IL 60616 👉 Follow @ThingsToDoinChicago for more recs! #thingstodoinchicago #explorechicago #chicagoexplore #chicagogram #chicago #chicagothingstodo #chicagoinfluencer #chicagocontentcreator #instachicago #chicagochristmas #c

65.4K views10 months ago

FacebookThings To Do In Chicago

1:00

Exploring Chicago: A Winter Road Trip Adventure

37.7K views8 months ago

TikTokunitedstate452

0:14

Exploring Winter Road Trips in Chicago

43K views11 months ago

TikTokmiraericson

0:12

Chicago Drive: Downtown Winter Scenery

15.9K views5 months ago

TikTokrealalinabruse

0:14

Welcome to United States of America 😍❤️🇺🇲 #usa #estadosunidos #travel#usa#chicagodowntown#chicagoinstagram#cskyline#chicago #newyork Chicago, travel Chicago, winter road trip in Chicago, scenic city winter drive, snow drive, Trump International Hotel & Tower Chicago, London House Chicago

2.7K views1 month ago

TikTokmiraericson

0:15

Welcome to United States of America 😍❤️🇺🇸 #unitedstates #city #estadosunidos #foryou #fyp Chicago, travel Chicago, winter road trip in Chicago, scenic city winter drive, snow drive, Trump International Hotel & Tower Chicago, London House Chicago

360.5K views9 months ago

TikTokunited.state.vibes

1:00

The Ultimate Chicago Road Trip Itinerary

52.7K viewsSep 11, 2024

YouTubeMatador Network

0:12

Chicago 🇺🇸 | #shortsfeed #viralshorts #america #travel #traveling

1.9K views1 month ago

YouTubeWander Peak

0:16

Winter Road Trip through Chicago: A Scenic Drive

11.4K views7 months ago

TikTokunited.state.vibes

1:31

A Chicago Holiday Tradition: The Allstate CTA Holiday Train

4.7K viewsDec 17, 2024

YouTubeCTA Connections

6:35

TOP 5 | BEST ROAD TRIPS IN THE US | NORTH AMERICA TRAVEL GUIDE

16.4K viewsDec 21, 2022

YouTubeThe Travel Guide

8:52

Amtrak ridership is up. Why travelers should book holiday trips now

2.9K views2 months ago

YouTubeFOX 32 Chicago

0:13

1.1K views1 month ago

TikTokunited.state.vibes

0:12

Only 149 Days Until Christmas 🎄 Welcome to United States of America #unitedstates #city #estadosunidos #foryou #fyp Chicago, travel Chicago, winter road trip in Chicago, scenic city winter drive, snow drive, Trump International Hotel & Tower Chicago, London House Chicago

2.3K views2 months ago

TikTokunited.state.vibes

0:12

An Alaska road trip from Chicago takes about 7-10 days. #roadtrips #alaska #chicago #

1.2K views1 month ago

YouTubeDr. Erik Kutz

0:27

What to Pack for Your Holiday Road Trip

1M views11 months ago

YouTubeACE Hardware PH

8:04

CHRISTMAS IN CHICAGO - Holidays in the Loop Travel Guide 2026 🎄 [4K]

37.7K viewsNov 30, 2021

YouTubeLuis Gusto NYC

12:36

The 15 MOST FESTIVE Christmas Towns In The US

1.3K views10 months ago

YouTubeFamily Travel Itineraries

1:19:15

Top Christmas Songs 2027 🎄 Best Christmas Music of All Time | 1+ Hour Holiday Playlist

997 views1 month ago

YouTubeHoliday Medley 2027

2:25

5 Best Weekend Getaways from Chicago, Illinois | United States Weekend Trip

14.8K viewsMay 13, 2017

YouTubeLove is Vacation

5:21

Best fall road trips from Chicago

324 viewsOct 2, 2025

YouTubeFOX 32 Chicago

7:59

Chicago Road Trip 2021 and Tips | Where to Road Trip From Chicago

18.7K viewsMay 4, 2021

YouTubeRoadTripWin

0:24

Metra unveils schedule for 2025 holiday trains in Chicago area.

8.7K views11 months ago

YouTubeNBC Chicago

1:00

Exploring Chicago: A Winter Road Trip Adventure

2K views8 months ago

TikTokunitedstate452

20:28

Indianapolis to Chicago Road Trip Vlog/ Exploring the Midwest USA

577 viewsOct 23, 2025

YouTubeYellow lilly

100 weekend trips from Chicago - Part 1 #chicagotravel #midwesttravel #chicagolife #lakemichigan

3.7K viewsMay 22, 2025

YouTubeKaran & Shruti

7:57

Canada to USA Chicago Road Trip in Tesla | Cross-Border Travel Vlog from Ontario 🇨🇦➡️ 🇺🇸

1.4K views4 months ago

YouTubeShivi & JD Vlogs

1:00

Explore Chicago: A Winter Road Trip Adventure

1.4K views8 months ago

TikTokunitedstate452

7:20

TOP THINGS TO DO IN CHICAGO | Must See Attractions & Activities

5.6K viewsJun 15, 2025

YouTubeRoad and Wing Adventures

26:12

Driving Through Chicago | West Side to Southwest Suburbs | Real-Time POV

769 views8 months ago

YouTubePlus Size in Chicago On the Move

11:42

Route 66 Illinois Road Trip (Part 1): Chicago to Joliet — Classic Diners, Roadside Icons & History

206 views6 months ago

YouTubeDarley Newman

1:00

Here’s the full breakdown of our 4-day road trip loop from Chicago #roadtrips

1K viewsSep 6, 2025

YouTubeMagen & Ashley // Nostalgic Travels

2:51

Best holiday light displays in Chicago area 2022

1.4K viewsDec 9, 2022

YouTubeABC 7 Chicago

1:46

Chicago Road Trips That Are One Tank Away

1.6K viewsDec 18, 2020

YouTubeCBS Chicago

26:01

Inside Chicago’s most over-the-top holiday bars | Tasting Chicago

305 views10 months ago

YouTubeFOX 32 Chicago

5:35

Last-minute road trip ideas from Illinois Office of Tourism

1.1K viewsAug 15, 2022

YouTubeABC 7 Chicago