Travel in city Windy

As the US's third-largest city, Chicago needs a good public transit network.

A visit from the Windy City to the City of Seven Hills just got easier. On Sunday, ITA Airways, Italy’s main airline, launched new service connecting Chicago and Rome. The route will initially operate six times a week, and will soon increase to seven times a week in June, the airline shared in a press release. The 9 hour and 20 minute flight will depart Chicago's O'Hare International Airport at 3:00 p.m. and arrives in Rome's Leonardo da Vinci–Fiumicino Airport at 7:20 a.m. the next morning. The route will operate with three different cabins (Business, Premium Economy, and Economy) on an Airbus A330neo aircraft.

Chicago, voted number one ‘Big City in the US’ by Conde Nast Traveler and third ‘top city outside of Europe’ by Which!, offers the world’s top-rated hotels and the best B&Bs, high-end spas, world-class cuisine, swanky bars, architecture, art, music, and of course shopping.

There’s good news for those hoping to spend their summer basking on white-sand beaches, visiting sun-bleached ruins, noshing on tangy tzatziki, and sipping Greek vintages: Travel to Greece just got a bit easier.

Times Square in New York City and Sydney Harbour are justly famous for their New Years Eve celebrations. But for those who don’t cherish the prospect of being elbow-to-elbow with a million other revelers, here are eight alternative (and very cool) places to ring in the new year.

As the holiday season arrives, Chicago transforms into a winter wonderland with a myriad of festive activities and events that capture the spirit of the season. From sports enthusiasts to art lovers, families to couples, there is something for everyone in the Windy City. Here are some things worth exploring this holiday season.

Visiting downtown Chicago during the holidays has always been a cherished family tradition for many. The iconic ice skating rinks, the bustling Christkindlmarket, and the timeless charm of the Windy City create a magical atmosphere. However, this year, a wave of innovation is sweeping through Chicago's holiday festivities, introducing novel experiences that promise to redefine the city's festive spirit. As we dive into the heart of the "experience economy," these immersive activities are taking over former retail spaces on some of the city's most iconic streets. Here are several new and exciting experiences that are set to make this holiday season and beyond truly memorable.

Frontier Airlines is doubling down on Chicago, with plans to reopen a pilot base that will serve both major airports in the Windy City. 

Games can help keep travelers entertained while on the road, waiting at the airport or stuck in a hotel room on a bad weather day. As a gift giving idea, travel games can spark up some great conversation or friendly competition among traveling companions, family and friends or those who just met. At home, it’s a way to learn more about each other or get inspired to plan your next trip. Here is a suggested list of travel games to buy and then bring along to play.

As the crisp winds of November usher in the holiday season, Chicago's vibrant theater and performing arts scene is abuzz with a lineup of productions. From classic musicals to avant-garde operas and thought-provoking art exhibitions, there's something for each type of traveler to enjoy in the Windy City this fall.

There are many reasons to love Chicago, the nation’s third largest city sitting on Lake Michigan and beloved for its iconic skyline, deep dish pizza, Italian beef and top-notch museums. These days however, with more travelers feeling stressed, lonely, and anxious (a recent World Travel Protection survey noted only one third of business travelers are happy traveling for work), finding relaxing activities and sleeping well has never been more important.

Chicago, often dubbed the Windy City, is renowned for its vibrant culture, stunning architecture, and rich history. While it's easy to get caught up in the bustling metropolis and its seemingly endless options for entertainment, you don't have to break the bank to enjoy all that Chicago has to offer. From world-class museums to hidden neighborhood gems, there are plenty of free things to do and see.

Like any big city, there’s plenty to do and see in Chicago. You could come for a weekend, a week or longer and still not do it all. We’ve put together a list of top things to do in the Windy City that combines iconic classics, new attractions and culinary treats.

Some say that Chicago is at its best in the fall. The leaves start their vibrant transformation and the Windy City welcomes the enchanting season of autumn by offering a rich tapestry of colors, flavors, and experiences. From celebrating Halloween in unique ways to taking an architectural boat tour, here are 11 things to do in Chicago this season.

Chicago is one of the world’s great cities and there are countless reasons why you should visit this Toddlin’ Town. The Windy City will keep you entertained from the infamous Lollapalooza to the delicious cuisines, cool hiking trails and unique museums, you surely will not get bored. While boutique hotels are certainly one way to go when it comes to accommodation, Airbnbs are often cheaper — or so incredibly unique that they’re worth the splurge. Whether you’re looking for a prime location, rockstar digs, great value, or something totally off beat, you’ll find it on our list of the coolest Airbnbs in Chicago.

The art world is gearing up this fall as Chicago prepares to host its inaugural Chicago Exhibition Weekend from September 29 to October 1, 2023. This event focuses on the city's vibrant arts landscape, bringing together over 55 galleries, institutions, and artist-run spaces across Chicago's diverse neighborhoods to present exhibitions that encourage everyone from seasoned collectors to those new to engaging with Chicago’s visual arts scene to explore unique programs, extended hours, and more.

HotelTonight founder and CEO Sam Shank helped build the fastest and easiest to use hotel booking app in the world — initially focused on guests booking last-minute and same-day hotel rooms, sometimes from the local bar — but he hung around Airbnb for three years and eight months after the short-term rental site acquired the business, and Thursday was his last day there.

Good morning from Skift. It’s Tuesday, June 20. Here’s what you need to know about the business of travel today.

No matter what kind of vacation vibe you want to roll with, the Windy City can cater to it.

Famous for its blustery winters, steamy summers and skyscraping skyline, Chicago sees the full range of seasons. But thanks to a calendar packed with festivals and events, a rich foodie scene and a full hand of world-class museums to duck into when the days get cold, there's always something happening in the Windy City no matter what month you visit.

Chicago is practically tailor made for family getaways, with a wealth of interactive museums, fabulous parks and jaw-dropping architecture.

With steely skyscrapers, lakefront beaches and world-class museums, Chicago will blow you away with its low-key yet highly cultured spirit.