Blog, Special events
35+ things to do in Chicago this September 2025
While summer may be winding down, there’s no shortage of street festivals, art walks, museum exhibits, and more throughout September in Chicago. The month kicks…
Allana Mortell
14 posts by Allana Mortell
Blog, Neighborhoods
How to spend a day in Chicago’s Bridgeport neighborhood
The Bridgeport neighborhood began as a working-class area of Chicago with deep ties to the city’s political history. Over the years, the area has evolved…
Free & cheap
Where to watch the Chicago Air and Water Show
The Chicago Air and Water Show is one of the city’s most spectacular and beloved summer events. A longstanding tradition for more than six decades,…
Dining
An ode to Italian beef: everything you need to know about Chicago’s iconic sandwich
Chicago has invented many world-famous dishes, from deep dish pizza to the jibarito to the brownie and beyond. But few are as iconic, or as…
Blog, Dining
Your guide to can’t-miss restaurants on Chicago’s South Side
The city of Chicago is made up of dozens of vibrant neighborhoods, each home to its own unique dining scene. And the diverse communities on…
Dining, Special events
Chicago bachelorette party: 8 ways to celebrate in the city
Planning one last fling before the ring? Chicago is the perfect spot for a getaway with your bachelorette or bachelor party. That’s because there’s a…
Blog, Dining, Special events
Where to celebrate Paczki Day and Mardi Gras in Chicago
The upcoming Mardi Gras festivities may be smaller in scale than year’s past, but there are still plenty of opportunities to celebrate. The holiday kicks…
Special events, Tours & attractions
20+ things to do in Chicago this October
October is upon us, which means it’s time to break out the cozy scarf and boots to enjoy some of the city’s finest fall festivities.…
Tours & attractions
10 Chicago day trips for an easy getaway
Summer travel might look a little different this year, but that doesn’t mean you can’t still soak up the season with a short, sun-filled getaway.…
Dining
Chicago’s dog-friendly bars and restaurants
Traveling with your pup means scouting out the best dog-friendly bars and restaurants wherever you go. And in Chicago, there’s no shortage of spots to…
Sports & recreation
4 can’t-miss Chicago sporting events this fall
As the seasons change in Chicago, fall welcomes cooler temperatures, colorful leaves, and a jam-packed event calendar for Chicago sports fans. From a long-standing rivaled…
Tours & attractions
3 Chicago pop-up museums to check out
The pop-up phenomenon has been taking Chicago by storm. These limited-edition experiences span almost every industry, from retail to restaurants to full-on museums. And the…
- 1
- 2
Explore Chicago hotels, flights, deals, and more
Plan your trip
