Search for Cheap Deals on
4 Star Hotels in Old Town Chicago

Photo by trenton.badillo

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!

Featured 4 Star Old Town Chicago Hotels

The Westin Michigan Avenue Chicago
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 18 min walk from Second City
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Get rates
The Westin Michigan Avenue Chicago
Fairmont Chicago at Millennium Park
4.5 out of 5
  • 4 min drive from Second City
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Get rates
Fairmont Chicago at Millennium Park
citizenM Chicago Downtown
4 out of 5
Fully refundableReserve now, pay when you stay
  • 4 min drive from Second City
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Get rates
citizenM Chicago Downtown
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Swissotel - Chicago
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 4 min drive from Second City
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Get rates
Swissotel - Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
Fully refundableReserve now, pay when you stay
  • 20 min drive from Second City
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Get rates
Hyatt Regency O'Hare Chicago
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
  • 26 min walk from Second City
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Get rates
Embassy Suites by Hilton Chicago Downtown River North
Hotel Felix River North/Magnificent Mile
4 out of 5
Fully refundableReserve now, pay when you stay
  • 23 min walk from Second City
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 ...
Get rates
Hotel Felix River North/Magnificent Mile
Palmer House a Hilton Hotel
4 out of 5
Fully refundableReserve now, pay when you stay
  • 5 min drive from Second City
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 ...
Get rates
Palmer House a Hilton Hotel
The Chicago Hotel Collection Ambassador Gold Coast
4 out of 5
Fully refundableReserve now, pay when you stay
  • 9 min walk from Second City
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Get rates
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport
4 out of 5
Fully refundableReserve now, pay when you stay
  • 23 min drive from Second City
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
Get rates
Hilton Chicago O'Hare Airport
River Hotel
4 out of 5
Fully refundableReserve now, pay when you stay
  • 4 min drive from Second City
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 ...
Get rates
River Hotel
Thompson Chicago, by Hyatt
4.5 out of 5
Fully refundableReserve now, pay when you stay
  • 15 min walk from Second City
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the bar and the helpful staff in our reviews. ...
Get rates
Thompson Chicago, by Hyatt
Don't see what you're looking for?
See all available properties in Old Town Chicago
View all properties
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.