During my adventures in Chicago, I discovered an array of hotels that elevated my stay to new heights.
From luxurious rooms to stunning views, each place offered its own unique charm, making my time in the city unforgettable!
1. The Peninsula Chicago, United States
Know Before You Go
- Room Type: Luxe rooms & suites
- Price Range: $1,063 per night
- Reservation Recommended: Yes
Why I Recommend It
The Peninsula Chicago is simply a gem in the city.
The staff’s warmth and attentiveness took my experience from good to phenomenal!
What could be better than a rooftop spa with stunning views? I mean, who needs a superhero when you have that?
What I Didn’t Like
Honestly, there isn’t much to fault here, except for the price. But hey, luxury has its price, right?
Overview
From the moment I walked in, the 1920s Art Nouveau decor enchanted me.
The marble bathrooms and cozy beds felt like a slice of heaven.
Whether it’s the exquisite dining options or that dreamy pool, I see why it’s among Chicago’s best!
2. Waldorf Astoria Chicago, United States
Know Before You Go
- Check-in is a breeze, but I recommend arriving on time.
- Rooms tend to sell out quickly, so book ahead!
- Nightly rates start around $355.
Why I Recommend It
If you’re after luxury, the Waldorf Astoria Chicago impresses at every turn.
The staff’s hospitality feels genuine, especially from Logan the concierge—she’s a gem!
From cozy fireplaces to expansive balconies, your comfort is top priority here.
What I Didn’t Like
The occasional maintenance hiccups might catch you off guard, like a quirky faucet.
Also, waiting for room readiness can be a test of patience.
Overview
Waldorf Astoria Chicago dazzles with its polished rooms and upscale amenities.
With a refined bistro and a fabulous spa, it’s perfect for both relaxation and indulgence.
Located near high-end shopping, it’s truly a haven for those who appreciate the finer things in life!
3. The Ritz-Carlton, Chicago, United States
Know Before You Go
- Price per night: $362
- Free Wi-Fi: Yes
- Check-in: Smooth and welcoming experience
Why I Recommend It
The Ritz-Carlton Chicago is truly a gem in the heart of downtown!
With attentive staff and breathtaking views of the lake and skyline, it’s an experience that feels luxurious from the moment you arrive.
Plus, the rooftop bar? Perfect for sipping cocktails while enjoying city views.
What I Didn’t Like
While everything was generally fantastic, the pool was closed during my stay.
However, the friendly front desk staff kindly pointed me to the Four Seasons’ pool across the street.
Overview
This sleek hotel provides upscale rooms and suites, each with stunning views and a comfortable vibe.
The on-site brasserie and day spa offer relaxation and indulgence that perfectly complement your stay.
Whether you’re there for business or leisure, the Ritz-Carlton delivers an experience that is hard to forget.
4. Trump International Hotel & Tower Chicago, United States
Know Before You Go
- Price per night: $283
- Free Wi-Fi: Yes
- Room types: Sleek quarters with skyline and lake views
Why I Recommend It
The Trump International Hotel & Tower Chicago offers an unforgettable stay with spectacular views of the city and Lake Michigan.
The staff, especially Curtis, goes above and beyond to ensure your experience is top-notch. What’s better than having a concierge who makes things happen? Like a magic wand, but with more charm!
What I Didn’t Like
While everything was stellar, I found the elevator wait times to be a tiny bit slow. But hey, they say good things come to those who wait, right?
Overview
This luxurious hotel features a renowned restaurant, a rooftop terrace, and a fantastic spa. It truly embodies sophistication.
If you’re after style, comfort, and a bit of pampering, this is the place to be in Chicago.
5. InterContinental Chicago Magnificent Mile, Chicago, United States
Know Before You Go
- Rate: Starting at $169 per night
- Location: Right on the Magnificent Mile
- Features: Pool, wine bar, and steakhouse
Why I Recommend It
The InterContinental Chicago Magnificent Mile is a delightful blend of luxury and comfort.
With stunning, polished rooms and exceptional staff, it feels like a little slice of heaven in the bustling city!
What I Didn’t Like
The bathroom could be a bit cramped, and that semi-open shower can surprise you if you’re not careful!
But let’s be honest, who doesn’t love a little drama in their shower time?
Overview
This grand hotel, dating back to 1929, boasts gorgeous decor and a prime location.
Convenient for shopping, dining, and even boating adventures on the river!
With friendly service and a lovely atmosphere, it’s hard not to fall in love with this place.
6. The Langham, Chicago, United States
Know Before You Go
- Room Rate: From $337 per night
- Wi-Fi: Complimentary
- Check-in: Smooth and welcoming
Why I Recommend It
The Langham Chicago feels like home—if home was a luxury hotel with stunning lake views.
What’s not to love about cozy robes and a spacious tub that begs for a long soak?
What I Didn’t Like
- Occasionally, the service has room for improvement, especially during high tea.
- Some guests had issues with cleanliness—yikes!
Overview
This contemporary refined property not only boasts a sleek health club but also has a restaurant that serves delightful meals.
With impeccable housekeeping and a super friendly staff, it’s easy to see why The Langham is a top choice in Chicago.
So, do you like being treated like royalty? Well, you’re in for a treat! Or maybe just some seltzer and a croissant—who can say no to that?
7. Thompson Chicago, United States
Know Before You Go
- Room decor is chic and modern.
- Only one elevator is currently operational, leading to some long waits.
- Pet-friendly, but be prepared for stairs if the elevator is down!
Why I Recommend It
The Thompson Chicago offers a fantastic location and a lovely view of Lake Michigan.
The staff, particularly at check-in, are always welcoming and go above and beyond.
What I Didn’t Like
Unfortunately, the single functioning elevator can turn into a waiting game.
One night, I had to utilize the staff elevator after waiting too long. Not everyone finds that amusing!
Overview
Bright and stylish, the rooms at Thompson Chicago promise comfort with down comforters and soft pillows.
Make sure to check out the bar and nearby dining options—there’s plenty to explore!
With a mix of cleanliness and charm, you might just forget the elevator hiccups!
8. Loews Chicago Hotel, Chicago, United States
Know Before You Go
- Room Rate: $105 per night
- Free Wi-Fi: Yes
- Location: Heart of downtown, close to major attractions
Why I Recommend It
The Loews Chicago Hotel is an absolute gem in the city!
With its fabulous location, you can stroll to top spots like Michigan Avenue and Navy Pier without breaking a sweat.
The staff really rolls out the red carpet – they even offered cookies after the marathon, how sweet is that?
What I Didn’t Like
Although I loved the lobby vibe, the pool was a bit crowded with kids, which isn’t everyone’s cup of tea.
Overview
This chic hotel boasts sleek rooms and a marvelous rooftop bar that offers stunning views.
Their restaurant is a culinary delight, and the ambience is just right for unwinding after a day of sightseeing.
Be ready to have a cozy, luxurious stay where comfort is the name of the game!
9. Hyatt Centric Chicago Magnificent Mile, Chicago, United States
Know Before You Go
- Location: Central and walkable to attractions
- Breakfast: Buffet-style with various options
- Price Range: Starting at $103 per night
Why I Recommend It
If you love a happening location, this hotel is perfect!
It’s surrounded by shops and restaurants, making it a great base for exploring.
Plus, the breakfast buffet will make you feel like royalty.
What I Didn’t Like
But, let’s get real—construction noise starts pretty early.
At 7 AM, it’s less “rise and shine” and more “rise and cringe!”
Overview
The Hyatt Centric Magnificent Mile is a gem!
With its clean, spacious rooms and a lovely indoor pool, you’ll find comfort after a busy day.
Don’t forget—coffee lovers will appreciate the Starbucks on-site!
10. Palmer House Hilton, Chicago, United States
Know Before You Go
- Location: Central and convenient
- Amenities: Stunning lobby, upscale dining & bar
- Room Pricing: Starting around $108 per night
Why I Recommend It
The Palmer House Hilton is a dazzling gem in the heart of Chicago.
The historic lobby feels like stepping into a lavish film set!
Don’t miss the famous Palmer brownie—seriously, it’s a dessert lover’s paradise!
What I Didn’t Like
While the historic charm is enchanting, some rooms could use a little love and care.
Occasionally, the bathroom might not live up to the hotel’s overall grandeur.
Overview
The Palmer House boasts upscale quarters, casual dining, and, let’s be honest, one of the most stunning lobbies you’ll ever see.
Its prime location makes it easy to explore iconic spots like The Bean.
With friendly staff and a lively atmosphere, it’s perfect for your Chicago adventure!
11. Kimpton Hotel Monaco Chicago, United States
Know Before You Go
- Room Rate: $126 per night
- Free Wi-Fi: Yes
- Room with river views: Available
Why I Recommend It
The Kimpton Hotel Monaco Chicago is nestled right between the Bean and Magnificent Mile.
How cool is it to have that kind of location? It’s a shopaholic’s dream!
The spacious rooms feature breathtaking skyline views, and the staff is super friendly – like they know your coffee order by heart!
What I Didn’t Like
The lobby was under construction during my visit, but honestly, it didn’t put a damper on my stay.
Honestly, a little noise never hurt anyone—just think of it as a built-in sound machine!
Overview
The hotel boasts stylish, eclectic quarters that make you feel right at home.
With top-notch cleanliness and easy check-in/check-out, it checks all the boxes.
For a memorable stay in Chicago, you can’t go wrong with the Kimpton Hotel Monaco!
12. The Drake Hotel, Chicago, United States
Know Before You Go
- Check-in: 3 PM
- Check-out: 12 PM
- Room Rate: From $96 per night
Why I Recommend It
The Drake Hotel feels like a step back into the glamorous 1920s—with a modern twist!
The friendly staff and elegant atmosphere made our stay unforgettable.
Who wouldn’t want to sip tea while enjoying a harpist serenade?
What I Didn’t Like
While our room had a fantastic view, it could use a mini-fridge and microwave. But hey, let’s not take away from the timeless charm!
Overview
Located near popular attractions, The Drake is a historic hotel with refined decor.
You’ll love the stunning lobby, cozy bars, and classy dining options.
Every moment feels special, making it a perfect choice for any occasion!
13. Radisson Blu Aqua Hotel, Chicago, United States
Know Before You Go
- Room Rate: $117 per night
- Location: Central, next to attractions
- Amenities: Spa, pools, gym, Italian restaurant
Why I Recommend It
This hotel has sleek and spacious rooms with a wow-factor view of Chicago.
As if that’s not enough, the staff seemed genuinely friendly, making me feel right at home.
What I Didn’t Like
However, the proximity to the fire station was a bit much; let’s just say I had more “wake-up calls” than I bargained for!
The mini bar charges? A bit dramatic, if you ask me.
Overview
Radisson Blu Aqua Hotel is your chic escape in the Windy City.
With two pools, a well-equipped gym, and an upscale Italian dining experience, you’ll have everything you need.
This spot is perfect for a blend of relaxation and city exploration, minus the noisy sirens (hopefully). Who knew city life could come with a side of nightlife?
14. The Gwen, a Luxury Collection Hotel, Chicago, United States
Know Before You Go
- Location: Heart of Chicago
- Room Rate: Starting at $347
- Wi-Fi: Yes, but might need some patience
Why I Recommend It
The Gwen Hotel offers fantastic service that keeps you smiling.
From the moment you check in, the staff feels like your old friends, eager to help make your stay unforgettable.
What I Didn’t Like
- Some amenities, like the mini bar and coffee maker, weren’t available in the room.
- The Wi-Fi could be a bit spotty, especially if you need to work!
- Caution: Those food credits seem more slippery than a banana peel!
Overview
This hotel is a stylish blend of history and modern comfort.
Loved the spacious rooms, but didn’t quite feel the luxury vibe advertised.
If you’re in Chicago and want a friendly atmosphere with loads of nearby attractions, The Gwen is definitely worth considering!
15. Marriott Marquis Chicago, United States
Know Before You Go
- Free Wi-Fi: Yes
- Rate: $488 per night
- Check-in/Check-out: Flexible times
Why I Recommend It
The Marriott Marquis in Chicago is a city gem, especially if you’re attending events at McCormick Place.
The views of the lake are phenomenal, and the hotel’s modern vibe makes you feel instantly chic.
What I Didn’t like
The mattress could definitely use a little more love—it’s a bit on the firm side.
Also, watch out for some pricey dining options unless you’re ready to splurge!
Overview
With friendly staff and remarkable amenities, I loved my time here!
The corner executive suite has stunning views and the M Lounge is enormous—a dream for conference-goers.
However, don’t expect the lobby restaurant to wow you; it’s hit or miss.
Overall, it’s a convenient and modern choice right in Chicago’s heart.
16. Sofitel Chicago Magnificent Mile, Chicago, United States
Know Before You Go
- Price per night: $152
- Free Wi-Fi: Yes
- Resort Fee: None
Why I Recommend It
Sofitel Chicago Magnificent Mile is a gem in the city with an elegant atmosphere.
The staff is incredibly friendly and accommodating—seriously, it’s like they know how to serve with a smile!
What I Didn’t Like
- Room check-in can be a bit slow during peak times.
- Pillows were flatter than my jokes.
Overview
This hotel features modern rooms with great amenities, like top-notch bathroom products and cozy beds.
The location is perfect for exploring nearby bars and restaurants. Plus, Le Bar serves fantastic cocktails that will have you feeling classy.
Overall, the service is outstanding and worth every penny for a delightful stay!
17. Eaglewood Resort & Spa, Chicago, United States
Know Before You Go
- Room Rate: $108 per night
- On-site amenities: Golf course, spa, restaurant, indoor pool
- Accessibility: Convenient for guests wanting to explore Chicago
Why I Recommend It
If you’re itching for a peaceful escape from the city’s chaos, Eaglewood Resort & Spa is your ticket!
The stunning views and the delightful spa services make it an absolute must-visit.
And hey, who doesn’t love a relaxing weekend with great food?
What I Didn’t Like
While the service was fantastic, some rooms could use a little update.
The bathrooms, in particular, could use some love—after all, a hotel without a clean bathroom is like a joke without a punchline!
Overview
Eaglewood Resort & Spa is a true gem nestled in Itasca, Chicago.
With spacious rooms, a top-notch spa, and a golf course, relaxation is just a reservation away.
Plus, the holiday decorations really set the scene for unforgettable photos and memories.
18. The Westin Chicago River North, Chicago, United States
Know Before You Go
- Nightly Rate: $249
- Location: Near the Magnificent Mile
- Free Wi-Fi: Yes
Why I Recommend It
The Westin Chicago River North is a gem for those wanting a chic riverside retreat.
The views of the river are simply breathtaking, perfect for a morning coffee or an evening cocktail.
And trust me, the veggie burger with homemade chips is a must-try—delicious!
What I Didn’t Like
- Rooms could be a bit outdated.
- A few guests experienced issues with check-in procedures.
- Some noise from the neighboring rooms at times.
Overview
This hotel offers airy rooms and a casual restaurant, making it a great base for exploring Chicago.
The service was top-notch, with friendly staff always ready to assist.
If you’re out to explore, the location makes it easy to reach attractions like Navy Pier and the iconic Bean.
19. Four Seasons Hotel Chicago, United States
Know Before You Go
- Price per night: $527
- Check-in time: 2 PM
- Free Wi-Fi: Yes
Why I Recommend It
The Four Seasons Hotel Chicago is a luxurious stay for anyone wanting a blend of comfort and elegance.
With stunning views of Downtown and Lake Michigan, you may just find yourself lingering in your room a bit longer.
What I Didn’t Like
The check-in was a bit hectic, and my room wasn’t ready until 2:45 PM, which is surprising for a five-star hotel.
Additionally, the pool area felt overcrowded at times, taking away from the relaxing atmosphere.
Overview
Located in a prime area, the Four Seasons offers fantastic amenities including a spa, fantastic dining options, and commendable service.
It’s an older property, showing some signs of age, but the corner suites make up for that with breathtaking views.
If you’re looking for a place to unwind in Chicago, this hotel is definitely worth considering.
20. Hotel Chicago Downtown, Autograph Collection, Chicago, United States
Know Before You Go
- Check-in time: 3 PM, Check-out time: 12 PM
- Room Rate: Around $123 per night
- Location: Right in the heart of downtown Chicago
Why I Recommend It
This hotel really shines in terms of location; it’s perfect for exploring the vibrant Chicago scene.
The staff is super friendly and always ready to help, which adds a nice touch to your stay.
What I Didn’t Like
While the rooms were nice, they could definitely use a facelift—especially the bathrooms!
A part of me couldn’t help but wish for thicker towels, too. I mean, who doesn’t love a good fluffy towel?
Overview
The Hotel Chicago Downtown, Autograph Collection, features polished properties and a fitness center.
With an impressive bar and 13 function rooms, including a grand ballroom, it’s ideal for both leisure and business travelers.
The room upgrades are a fantastic bonus that makes your stay even better!