Chicago is infamous for many things, including its high cost of living, its unique local accent and, most importantly, its deadly winters. But the chilly season isn't all bad in the Windy City. In ...

Forbes contributors publish independent expert analyses and insights. Judy Koutsky covers adventure, luxury and family travel. Traveling to Chicago for the holidays or into 2026? Well, there’s plenty ...

Despite economic and political headwinds facing the global travel industry, Chicago’s hotel room demand rose 2.3% in 2025 ...

Chicago was ranked the best winter travel destination in WalletHub’s 2025 Best Winter Destinations report. The city placed first in winter attractions and second in activities, ahead of 70 other U.S.

CHICAGO — Year-end holiday travel could once again break records this year. The Chicago Department of Aviation is expecting nearly 4.8 million travelers to pass through O’Hare and Midway airports ...

A winter storm will begin to coat Chicago, Illinois, and the neighboring area with one inch of snow per hour Friday night into Saturday. The northeastern part of Illinois is under a level four winter ...

PORTLAND, Ore. — The end of Thanksgiving meant a heavy travel weekend at airports across the U.S., including at Portland International Airport (PDX), compounded by winter storms in the Midwest.

Continuing its growth in Chicago, American Airlines is adding 100 new daily departures from O’Hare International Airport (ORD), bolstering its schedule with additional flights to more than 75 popular ...