Hotels Near
Old Town Chicago

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Featured Old Town Chicago Hotels

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,287 reviews)
The Congress hotel is the best
"I love staying at the Congress hotel whenever I’m in Chicago"

Reviewed on Dec 22, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,626 reviews)
"Having to park my car 4 blocks away"

Reviewed on Dec 22, 2024

River Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
9/10 Wonderful! (3,118 reviews)
"Esta muy bien ubicado,cerca de casi todos los puntos turisticos,muy tranquilo ,limpio ,el unico detalle q le note el agua de la ducha no tiene fuerza ,pero no es nada como para no volver ,es solo un detalle.por el resto regresaria mil veces."

Reviewed on Dec 20, 2024

Hyatt Regency Chicago
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,288 reviews)
"I loved the pool, it was very big and spaceous and the water temp was perfect. The room it self was also nice. would def recommend coming back."

Reviewed on Dec 22, 2024

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,782 reviews)
"Staff was attentive and friendly. Highly recommend."

Reviewed on Dec 18, 2024

Eurostars Magnificent Mile
Hilton Chicago
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,502 reviews)
"The room was comfortable and I enjoyed seeing the hotel beautifully decorated for Christmas. All staff members were polite and very helpful. Thank you for the experience."

Reviewed on Dec 20, 2024

Hilton Chicago
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and in-room massages. Our guests praise the ...
8/10 Very Good! (2,797 reviews)
"Great location on Michigan Ave. Nice walk to area attractions, shopping and restaurants. Could use a little updating. Bed was not the best."

Reviewed on Dec 18, 2024

Warwick Allerton - Chicago
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
7.8/10 Good! (1,370 reviews)
Staycation at it’s Finest!
"Our stay was a short one, but enjoyed our stay in it’s entirely. Staff was more than welcoming, providing complementary upgrade options and added time to our check-out. There was a bar and nice and cozy reception area! We would definitely recommend!"

Reviewed on Dec 21, 2024

Hotel Felix River North/Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.4/10 Very Good! (3,292 reviews)
"Great stay! Everything was within walking distance—and if it wasn’t, the subway and union station are very close. The property was very clean and quiet. Front desk is extremely friendly, when we needed something all we did was call and they would come up with what we needed. Would definitely come ..."

Reviewed on Dec 21, 2024

Club Quarters Hotel, Central Loop, Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,752 reviews)
A fantastic stay!
"An absolutely perfect location for us. Right in the middle of everything with a ton of options for eating and shopping just steps away. The cleaning staff might be some of the nicest I’ve ever encountered at a hotel. Chicago at Christmas really does exude all the magic!"

Reviewed on Dec 20, 2024

InterContinental Chicago Magnificent Mile, an IHG Hotel
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,522 reviews)
Classic Hotel / Great price / Busy at Christmas
"The hotel is amazing. We were in town for a family reunion at Christmas time, so the place was packed. The rooms and hotel are fine and the price was a great deal. The service in the main atrium was the only frustrating thing with our visit. No place to sit and the service was very slow/under staffed. ..."

Reviewed on Dec 20, 2024

Palmer House a Hilton Hotel
Pendry Chicago
Pendry Chicago
4.5 out of 5
230 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
9.2/10 Wonderful! (966 reviews)
Great Location in the Windy City!
"Had such a great weekend in Chicago - and really enjoyed our stay at the Pendry. It was the perfect location to be able to walk everywhere! The rooms were new, clean, and the beds were very comfy. The shower pressure was perfect (which is a small detail but made all the difference) The entire staff ..."

Reviewed on Dec 20, 2024

Pendry Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels in Old Town Chicago

Chicago is a city that has a lot going on, but you have your sights set on Old Town Chicago. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Old Town Chicago has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Old Town Chicago hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Chicago so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Old Town Chicago underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Old Town Chicago city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Old Town Chicago cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Old Town Chicago at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $109
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Old Town Chicago hotel you want, book it, and never look back. Because your great escape is ahead of you.