Dining, Holidays
30+ romantic spots for Valentine’s Day dinner in Chicago
The biggest date night of the year is coming, and anybody who’s trying to leave the house that night should do their homework. We’ve picked…
Clayton Hauck for Choose Chicago
Chicago holidays
Blog, Family, Festivals & special events, Free & cheap, Holidays, Special events
Your guide to The Magnificent Mile Lights Festival 2019
The holiday season is always an exciting time in Chicago. With countless events across multiple neighborhoods, there are so many ways to celebrate. One event…
Holidays
Things to do in Chicago for Labor Day weekend
Whether it’s the biggest fireworks show around (Navy Pier has you covered!), mesmerizing portraits at the Art Institute, or jazz legends playing live at the…
Holidays, Tours & attractions
Chicago holiday tours
When Christmas comes around, Chicago lights up. There’s no shortage of glowing, glittering tours to take you around Chicago’s best holiday displays. Here are seven…
Holidays, Tours & attractions
Find the Chicago boat tour for you
You know you need to go on a Chicago cruise, but which one is best for you? Use this guide to some of our most…
Holidays
4th of July in Chicago
This Fourth of July, enjoy the summer’s biggest holiday in Chicago, with events that salute the nation and honor its history. From spectacular fireworks at…
Holidays
Memorial Day in Chicago
It’s easy to fall in love with Chicago at any time of the year, but summertime is when the city shines brightest. Be here for…
Holidays
13 spots in Chicago for Christmas lights
‘Tis the season to be merry and bright! Celebrate this magical time of year with Chicago’s most luminous traditions. Here are 13 of our all-time…
Holidays, Shopping and fashion
Guide to holiday shopping in Chicago
Find something for everyone on your list (including yourself) at Chicago’s top boutiques, retail centers, and shopping district. Our guide to shopping in Chicago during…
Family, Holidays
Kid-friendly Halloween events in Chicago
Tricks, treats, and costume fun — Halloween season brings tons of family-friendly events and activities to Chicago. You can brave a not-so-scary haunted house, pick…
Family, Holidays
Holiday family fun in Chicago
The holidays are a magical time in Chicago, especially with kids in tow. Your little ones will be awed by the city’s massive Christmas tree,…
Holidays
Holidays in Chicago: Top things to do and see
There’s no time like Christmas in Chicago. The holiday season is full of twinkling light displays, fun-filled celebrations, holiday markets, and beloved local traditions. Here…
Free & cheap, Holidays
5 free Halloween events in Chicago
Halloween in Chicago is so much more than just trick-or-treating. There’s magical nighttime parades, authentic Day of the Dead celebrations, ghosts tours, and more —…
Bucket list, Holidays
Halloween events in Chicago: Top things to do 2019
Celebrate Halloween in Chicago with these spooky, spectacular, and supernatural events. The city is packed with haunted happenings each October, from frightening to family friendly.…
Holidays, Shopping and fashion
Shop Chicago’s gift-filled holiday markets
Looking for the perfect gift? Chicago is home to a whole host of holiday markets, from artisan pop-ups with cool, handmade items to traditional Christmas…
Holidays
Halloween in Chicago: 13 haunted hotel parties, balls, and cruises
Chicago loves Halloween. Each October, the city goes all out for the spookiest season of the year with galas, booze cruises, masquerade balls, and more.…
Holidays, Tours & attractions
Chicago haunted tours for Halloween
Chicago’s long and fascinating history — and that includes quite a few ghost stories. Explore the city’s spooky side, from supernatural sites to haunted hotels,…
Holidays
St. Patrick’s Day Chicago
From raucous pub crawls to lively parades, there nothing quite like St. Patrick’s Day in Chicago. In March, Irish taverns are packed with revelers, jovial…
Holidays
New Year’s Eve: celebrate in Chicago
From masquerade balls at swanky hotels to live DJs at underground clubs to multi-course meals at award-winning restaurants — there are tons of memorable ways…
Holidays, Shopping and fashion
3 unique Chicago holiday gifts
It feels like the holiday season is always just around the corner. And while the most enduring gift is time spent with those you love…
Holidays, Special events
A Chicago romance: 5 neighborhoods made for love
Whether your idea of romance is fine dining or craft brews, there’s a Chicago neighborhood to match any Valentine’s Day vibe. Here’s how to feel…
Explore hotels, flights, deals, and more
Plan your trip
