Chicago Highlights

Seek Out the Best Bucktown Sports Bars

Friends clinking with beer in cafe

Book Now The best Bucktown sports bars deliver everything from rows of craft beer on tap to the opportunity to build your own Bloody Mary. Just a few of our top picks include: Jack and Ginger’s Cortland’s Garage Boulevard Sports Lounge Navigator Taproom What makes them special? Read on to find out. Jack and Ginger’s […]

Visit Our Favorite Chicago Music Venues

Chicago Theatre

Chicago music venues are legendary for presenting everything from the latest up-and-comers to 1920s jazz. Here’s a look at some of our favorites. Book Now Don’t Miss the Best Live Music in Chicago Green Mill Jazz Club: The Green Mill has been a Chicago landmark since 1907, making it the longest continuously-running jazz club in […]

Best Nightclubs in Chicago

Dance club

There’s no clear winner when you’re looking for the best nightclubs in Chicago, but there’s such a rich array of options that you’ll stopping looking for the number one spot. Book Now The Best Nightlife Spots in Chicago Studio Paris: Talking about Chicago nightclubs without mentioning Studio Paris? Impossible. Having hosted Tiesto, DeadMau5, Calvin Harris, […]

Treat Yourself to the Best Brunch in Chicago

Couple having lunch

“Anyone want to get brunch?” Oh my god, yes. Every single minute of every single day. Well, lucky you — those seeking the best bunch Chicago has to offer will find more than a few establishments ready to tickle their taste buds. Book Now Our Quick List of Top Brunch Places in Chicago M Henry: […]

Discover the Best Restaurants in Chicago Loop

Fine table setting in gourmet restaurant

Book Now Looking for the best restaurants in Chicago Loop? You’ll have your work cut out — there’s a seriously impressive selection! To make things easier, we’ve put together a quick list of our top picks, including: Naf Naf Grill Everest The Gage Brightwok Kitchen Read on to find out where you should make your […]

The Best Things to Do in Lakeview

Chicago Skyline

Book Now Running from the lake to the east side of the river, Lakeview takes up a huge slice of Chicago. No surprise it’s also home to some of the Windy City’s top attractions — fun things to do in Lakeview include: Belmont Harbor Wrigley Field St. Alphonsus Church Jarvis Bird Sanctuary Southport Lanes Belmont […]

Your Guide to Chicago’s Historic Uptown Neighborhood

Group of friends

Schedule An Appointment For more than a century, Chicago’s Uptown neighborhood has housed entertainers and artists from all walks of life, ushering in first the Gilded and then the Jazz age as the American economy boomed. Explore this historic district and see how shopping and restaurants are helping it to reinvent itself again in the […]

The 5 Most Iconic Buildings in Downtown Chicago

Chicago Skyline

The city of Chicago is renowned for its iconic architecture, from modern skyscrapers to Art Deco Masterpieces that sprung up during the Gilded Age, the variety and quality of the designs throughout the city have made it a hotspot for those who love unique architecture that stands the test of time. See which buildings made […]

Our Chicago Guide to Rush Street Bars and Restaurants

Pisco Shaken jpg

Schedule A Ride Chicago is full of gems, but the Rush St. bar locale is an area that both visitors and residents enjoy. Whether you’re looking for a good time for a weeknight date or a good place to unwind with a group of friends, you’ll find the Rush St. restaurants and bars to be […]

The Best Botanical Gardens in Chicago


Spring has arrived, and there’s no better time to experience the beautiful botanical gardens around Chicago. The blossoms from all around the world are a perfect date for families and couples alike. We at Signature Transportation Group are here to take you there so you don’t have to worry about traffic or parking on busy […]