Chicago vacation

Chicago can get pretty pricey (all downtown hotels were like $500 a night the weekend we were going!!!), but there are tons of budget-friendly options for your Chicago bucket list. Here are some fun and cheap things to do in Chicago.

The best things to do in Chicago in the summer including the best attractions, activities and events.

Ditch that guidebook for our much cooler guide to Chicago—we'll tell you what to really do, and what not to do, in the Windy City. (Spoiler alert: ditch Willis Tower, the Navy Piers, and er, ketchup).

Visiting Chicago for the first time? Here are the 12 coolest things to do in Chicago, recommended by a local, that guarantee the best time!

Looking for Chicago hidden gems? This local's guide to secret places in Chicago ensures oddities & seeing a unique side to the city!

A 3 days in Chicago itinerary and guide featuring our favorite restaurants, coffee shops, tourist attractions, and ideas of places to stay!

Use this guide to plan your visit to Chicago while staying on budget. There are many cheap things to do in Chicago, so click to read more!

142K likes, 681 comments. “Summertime Chicago is here, and I’ve got you covered!✈️ . . .”

Chicago is one of America's most iconic cities. This 3 Day Chicago Itinerary will help you get the most out of your visit. On Day 1, you'll visit Millennium Park and check out Chicago's famous loop neighborhood. On Day 2, you'll bike up the lakeshore and check out Navy

Looking for kid-friendly activities to do while visiting Chicago with your family. Here are the best attractions, museums, parks and restaurants that will entertain your children for hours.

Here are just a few things to do in Chicago, Illinois. They range from the fun to the fanciful, and they're sure to give you great memories of the Windy City!

Chicago is one of the most popular cities in the United States to visit, and you’ll find tons of things to do in Chicago with teens.

A list of unique places in Chicago, all of them quirky: a speakeasy, an underground street, an oddball shop and more!

The Windy City is more than just The Bean and river cruises! Check out these unique things to do in Chicago and hidden gems in the suburbs.

Wanna spend 3 days in Chicago? Here's a complete guide! You'll find out what to do in Chicago in 3 days, where to stay, what to eat... Read the article!

Discover peaceful escapes like The 606 or Garfield Park Conservatory on your Chicago couple’s day trip. Perfect for budget-friendly exploration. #HiddenChicago #CoupleGoals #ChicagoAdventures #The606 #GarfieldPark #HiddenSpots #ChicagoDayTrip

A local’s advice on where to stay in Chicago (in 2024). Top hotels & things to do in each neighborhood + tips & resources to make trip planning easy. #Chicago #ChicagoHotels #DowntownChicago #CHIHotels

Interested in activities close to Chicago? Tired of ideas about the top things to do in Chicago because you’re looking for things NEAR Chicago? We’re FamilyDestinationsGuide, and we’re here to help: Discover the most fun places to go, the top places to visit, and the best things to do near Chicago, IL - so you get memories that last a lifetime! #chicago #chicagoarea #chicagothingstodo #chicagowithkids #chicagoactivities #nearchicago #chicagotravel

We will help you decide where to stay in Chicago, Illinois, no matter what kind of Chicago accommodation you are looking for!