So, you’ve decided to make your way to Chicago. Maybe it’s for the pizza, maybe it’s for the deep-dish pizza (obviously), or maybe you just want to see if the city can live up to all those photos of the skyline. Whatever your reason, you’re gonna need a place to stay that’s less “budget motel” and more “living your best life.” Fear not, my friend—I’ve got the insider scoop on Chicago’s top hotels where you’ll feel like you’re on The Bachelor, but without the weird drama.
Let’s get into it, shall we? Here are the best spots to stay in Chicago if you want a hotel that’s as stylish as your Instagram feed.
1. The Langham Chicago – For When You Want to Feel Like Royalty (But Without the Crown)
Looking for a hotel where you can sip champagne while overlooking the river and feel like a total baller? Well, The Langham Chicago will make you feel like the ruler of your own little kingdom. This place is all about elegance with a side of comfort. The views of the Chicago River? Gorgeous. The spa? Don’t even think about leaving without a facial that’ll have you looking 10 years younger. You’ll probably want to check out the breakfast buffet too, because it’s the sort of food that could make you forget about your lifelong devotion to pizza. Almost.
2. The Peninsula Chicago – Sophistication That’s Not Just for the Rich and Famous
If you’re the type of person who thinks “classy” is code for “I don’t have to pretend I’m having fun,” then The Peninsula is your dream hotel. Located right on Michigan Avenue, it’s close to shopping, museums, and all the Chicago landmarks you’ll want to impress your friends with when you post your pics later. Plus, their afternoon tea is an event. I’m talking finger sandwiches, scones, and a sense of satisfaction that will make you feel like you should have been born into a British royal family.
3. Virgin Hotels Chicago – For the Traveler Who Needs a Little Extra Vibe
If your idea of a hotel involves more personality than a morning talk show, Virgin Hotels Chicago is your jam. It’s funky, it’s fresh, and it’s definitely not your grandma’s hotel. This place gets bonus points for its “room within a room” design that lets you separate your bed from your lounge area (because, you know, it’s good to have boundaries). The rooftop bar Cerise is a must—perfect for sipping cocktails and pretending you’re on a rooftop in the Hollywood Hills, but you’re actually in Chicago.
4. Ace Hotel Chicago – Because Being Cool is a Lifestyle
Ace Hotel is everything you want if you’re looking to stay in a place that feels cool without trying to be. Think exposed brick, mid-century furniture, and an interior design so artsy, you’ll feel like you should be wearing a beret and sipping on overpriced coffee. This is the perfect hotel for the West Loop wanderer who enjoys artisanal lattes and late-night trips to quirky bars. But don’t worry—it’s also a stone’s throw away from Girl & The Goat, so you’re in good company.
5. The Blackstone – Where You Can Feel Fancy and Still Get Pizza Delivered
The Blackstone Hotel is like your sophisticated friend who can pull off a tuxedo and sweatpants in the same outfit. It’s got the historic charm of a Beaux-Arts building (just try not to feel fancy while you’re hanging out in the lobby), but with all the modern upgrades you need to survive in today’s world (hello, Wi-Fi). It’s right near Grant Park and the Art Institute, so you can pretend you’re an intellectual and then end your day with a pizza in your room. Because that’s balance, right?
6. The Palmer House Hilton – A Hotel That’s Older Than Your Grandma (But Still Cool)
The Palmer House is one of those Chicago institutions that makes you feel like you’re in an old-school movie, but in the best way. This hotel has been around since 1871, which means you’re staying in a place that’s seen some serious history—and probably a few too many people in top hats. But don’t worry; it’s also been updated for your Instagram needs, with a luxurious lobby and modern rooms that don’t scream “I’m from the past, but also need Wi-Fi.” Oh, and don’t skip the cheesecake. It’s practically legendary.
7. The Robey – Where You Can Look Cool and Have a Great Time in Wicker Park
Wicker Park is where the cool kids hang out, and The Robey is basically the VIP section of that neighborhood. It’s located in a retro 1920s skyscraper that blends art-deco charm with modern design. And the rooftop bar? Let’s just say it’s a spot for those looking to sip a cocktail and make everyone around them feel like they’re underdressed. But seriously, Wicker Park is the neighborhood for discovering independent coffee shops, vintage boutiques, and Instagram-worthy street art.
8. The Chicago Athletic Association – When You Want to Play and Stay
The Chicago Athletic Association is the hotel equivalent of a secret club where only the cool people get to hang. It’s a former gentlemen’s club (so, yeah, it’s pretty fancy) that’s now a hip, modern hotel with all kinds of fun stuff, like a basement bowling alley and a rooftop bar that overlooks Millennium Park. It’s like staying in a place with a history—and a playfulness—that’s perfect for making memories. Who says hotels can’t be both chic and a little quirky?
9. The Ritz-Carlton Chicago – For When You Want to Feel Like You’re Really Important
If you’re looking to live your best life and pretend you have an unlimited credit card, The Ritz-Carlton Chicago is your spot. Located on the Magnificent Mile, this hotel has all the swankiness you could ever ask for—lush rooms, a lakeside view, and service so good you’ll wonder why the butler doesn’t just move in with you. The only thing better than the views of Lake Michigan? The fact that you’re just steps away from some of the best shopping in the world. Time to unleash your inner shopaholic, my friend.
10. The Waldorf Astoria – Luxury, Elegance, and a Whole Lot of Lake Views
If you’re in Chicago and want to feel like you deserve to be there, check into The Waldorf Astoria. This hotel is luxury with a capital “L.” From the serene rooms to the refined spa to the impeccable service, it’s all about elevating your experience. Located in the Gold Coast, you’re close to the best of Chicago’s high-end shopping and dining. If you’ve ever wanted to know what it’s like to feel like royalty while sipping champagne, this is the place.
Final Thoughts: Chicago is a city of contrasts, and its hotels are no different. Whether you’re into sleek modern design, historic charm, or just want to stay somewhere cool without feeling like a tourist, Chicago’s top hotels have got you covered. So pack your bags, prep your best “I’m not a tourist” face, and get ready to have the Chicago stay of your dreams. You’re welcome in advance.