Chicago

Our reviews of the top family vacation destinations and trip ideas organized by keywords (Italy, Caribbean, teens, etc) and topic (snowsports, spa, etc) to make your research easier.

Family Rocks

Hot Summer Deals at Chicago Hotels

Take advantage of a few hot deals offered at these Chicago hotels this summer. All are located on the city's Magnificent Mile, each hotel offers a unique combination of luxury and style.  The Peninsula Chicago: Free Breakfast, Room Upgrade, Discount Rates Starting May 12th, 2013, enjoy...

Category: Chicago
Chicago, Illinois Attractions

Chicago, Illinois Attractions

With museums, theatre and outdoors fun galore, Chicago is a happening destination for family travelers of all ages. You can plan a visit at any time of year -- it's never too windy in our book. So even if the First Family has shown you all of their favorite Chicago haunts, read on and you may...

Category: Chicago
Chicago, Illinois Hotels and Resorts

Chicago, Illinois Hotels and Resorts

Are you and your family looking for lodging in Chicago, Illinois? Here are some places to crash in style in the Windy City. The Ritz Carlton 160 East Pearson Street at Water Tower Place Chicago, IL 60611 312/266-1000 With a terrific downtown location across from Water Tower Place, opposite...

Category: Chicago
Tucking in the Kids at Four Seasons Chicago Hotel

Upgrade to Four Seasons Chicago Suite for $399N During Winter Fest

Why not be blown away at how much you’ve saved on a busy family city break in Chicago -- the Windy City -- this winter season? There is lots of indoor entertainment all year round in Chicago, and many recreational adventures, too.  The whole family can snowtrek at Northerly Island, skate...

Category: Chicago

Chicago

My family and I took a long trip this year across America from Colorado to New York.  After visiting family in New York, my younger sister and I were taken on a little side vacation to Chicago.  There we stayed with some friends who had moved there earlier.  We explored many sights...

Category: Chicago
The Blues Brothers recline casually outside the arrival gate at Midway Airport

Foot-sore and Fancy-Free

Ten AM local time, and we’re taking our first steps into Midway Airport on patriotic July Fourth. My family has no map, no plans, and no problems. At face value, our reason for coming here is to tour the University of Chicago. But our actual reason for being in the city is that we haven...

Category: Chicago
Northwestern tour

"You Always Fall in Love with the First--My Bleeding Purple Heart"

I have been to Chicago many times throughout my life and I didn’t think this trip would be different. It was. This time I saw the city through the anxious eyes of a new driver as I watched my Dad break all the rules my teacher had been preaching! I saw the skyline and I paid attention to the...

Category: Chicago
Made it to graduation!

JAZMINE'S TRIP

My trip was from Mexico to the United States, during the spring of 2009. It was my first trip without my parents. It took my aunt and me three days to travel from San Luis Potosi to Chicago, Illinois. Those three days were the saddest and longest days of my life. Saying goodbye to my parents and my...

Category: Chicago
Obama's painting at his Barber Shop

Touring The Obama Neighborhoods Of Chicago

We walk through the Obama family's most cherished neighborhoods in Chicago, with Chicago Greeter Tours... There it is, a corner house on Hyde Park Boulevard, half hidden by trees and across a side street from a Byzantine-style synagogue: the home of the President of the United States. Chicago...

Category: Chicago
Willis Tower, Sears Tower, dance position, glass balcony

Chicago Charades

When I turned eighteen years old I wanted to do something truly amazing to signify becoming an adult. Being the dedicated breakdancer that I am, I cooked up a brilliant idea. The Red Bull BC One USA qualifying tournament was going to be held in Chicago that year. America’s best dancers would...

Category: Chicago