Things to Do on Labor Day Weekend in Chicago

Navy Pier

Labor Day may mark the unofficial end of summer, but it certainly doesn’t mean the end of summer fun!

If you’re lucky enough to spend the holiday in Chicago, we’ve put together a list of things to do on Labor Day Weekend in Chicago.

Top 10 Places to Take Pictures in Chicago

The Bean Chicago

All vacations are essentially about the experience – the sights, sounds, and tastes of the places you visit.

We put together a list of the top 10 places to take pictures in Chicago.

Educational Things to do in Chicago

Art Institute of Chicago

Trust us, there are so many fun and educational things to do in Chicago.

Your trip just isn’t complete until you’ve explored some of the diverse cultural offerings at these famous institutions.

Skydeck Chicago at Willis Tower – Discounts & Tips

Photo Credit: SkyDeck Chicago at Willis Tower

Take a ride to the top of the world-famous Willis Tower and explore SkyDeck Chicago.

Make the most of your visit to Skydeck Chicago with these savings, tips, attraction highlights & more from our Insider’s Guide.

Things to Do in Chicago on 4th of July Weekend

Image Credit:  target="_blank">Navy Pier Facebook Page

With the Fourth of July falling conveniently on a Saturday this year, you have the perfect opportunity to spend a long weekend in Chicago – a city known for its festive summer celebrations.

All of these great Chicago attractions that the city has to offer are sure to keep you entertained on Independence Day.

2015 Summer Events & Things to Do in Chicago

Image Credit: Chicago Shoreline & Sightseeing Facebook

Chicago is the perfect city in the summer time. Hot sunny days, tempered by a nice lake breeze. Attractions with just the right balance of fun, education, and excitement.

These free and low-cost Chicago attractions can provide the inspiration for your trip.

Things to do in Chicago on Memorial Day Weekend

memorial day 2

Memorial Day Weekend is a great opportunity to get away & log some family time in a brand new city.

Visiting Chicago this Memorial Day? Check out these fun events and activities going on this year!

Chicago Summer Festivals 2015

Image Credit: Ribfest Chicago and the Northcenter Chamber of Commerce

Experience Chi-town like a true Chicagoan this summer at these family-friendly annual Chicago Summer festivals.

Each neighborhood has its own culture and distinct flair. So, attending a neighborhood festival is a great way to digest the city’s culture.

5 of the Best Chicago Family Attractions


One of the great things about Chicago as a vacation destination is that there are endless things to do for travelers of all ages.

Dozens of museums and landmarks are fun for kids & parents, & family-friendly hotels and restaurants make your Chicago family vacation all the more convenient.

Introducing the Chicago Explorer Pass: See Chicago for Less


Check out the new Chicago Explorer Pass®, which offers discount admission to top Chicago attractions for one low price.

The pass is good for 30 days after activation at the first attraction making it an ideal way for both visitors and locals to explore Chicago.

12 Free Things to Do in Chicago on Vacation

Credit: ©City of Chicago

Planning a vacation to Chicago? Our insiders put together a list of our top free things to do in Chicago.

After all, you’ll want to save some funds to invest in deep-dish pizza and a couple of famous Chicago-style hotdogs!

7 Romantic Things to Do in Chicago

The Bean Chicago

Looking to plan a romantic getaway? Chicago is full of luxurious hotels and charming bed & breakfasts, as well as intimate restaurants to share an elegant meal.

Need some help thinking of romantic things to do in Chicago? Here are 7 suggestions for you and your loved one to enjoy.

New Year’s Things to do in Chicago


Spending the last moments of 2014 in the Windy City? We hope you’ve got your travel arranged, hotel all set, and plans finalized. But just in case you don’t, here are a few of our favorite Chicago New Year’s Eve events to… [Read More]

Chicago Holiday Attractions 2014

Chicago winter attractions

Chicago is an enchanting city in the wintertime. From the gorgeous lights and lush decorations festooning the window fronts along the Magnificent Mile to the majestic Christmas Tree in Daley Plaza, the festive holiday spirit is everywhere! If you’re looking to explore… [Read More]

Top US Cities to Visit for the Holidays 2014


What is the top U.S. city for holiday attractions? This was a question posed to me by a long-time Smart Destinations customer. Easy, right? Not so fast. Without question, New York City is a magical place to be during the most wonderful… [Read More]