City Guides

City Break: Chicago

By Amanda Wowk on

City break (noun): a short holiday spent in a city, such as when on business travel. Before there was bleisure travel, there was the city break—the short space of leisure time that... Read More

Airport Guides

Chicago Midway International Airport: A Complete Guide to MDW

By TripIt on

We’re probably not telling you anything you don’t already know when we tell you that “going to the airport” isn’t exactly on everyone’s bucket list. But just like every destination is... Read More

Travel Tips

Top 5 Airports for Kids and Families in the US

By TripIt on

Ask any parent and they’ll tell you that traveling with kids has specific challenges that can feel totally overwhelming. Add in flight delays, diversions, and long layovers and suddenly,... Read More