Find Hotels with Early Check-in in Old Town Chicago, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Old Town Chicago Hotels with Early Check-in

Our top choices for Old Town Chicago hotels with express check-in

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,063 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NT$2,683
NT$3,149 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,666 reviews)
"Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. "
United States
Norah
The price is NT$2,809
NT$3,297 total
includes taxes & fees
Feb 12 - Feb 13
The Wade

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,288 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is NT$4,244
NT$5,771 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,084 reviews)
"Great place"
United States
Nicholas
The price is NT$2,924
NT$3,433 total
includes taxes & fees
Feb 12 - Feb 13
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,851 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is NT$2,433
NT$2,856 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Chicago Downtown South Loop

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,648 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is NT$3,235
NT$3,797 total
includes taxes & fees
Feb 22 - Feb 23
Embassy Suites by Hilton Chicago Downtown River North

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,000 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is NT$2,619
NT$3,816 total
includes taxes & fees
Feb 16 - Feb 17
Millennium Knickerbocker Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2,756 reviews)
"i've stayed here twice now and its so incredibly charming and beautiful, staff is friendly, and very affordable, HIGHLY reccomend!!"
United States
Jayden
The price is NT$1,704
NT$2,556 total
includes taxes & fees
Feb 16 - Feb 17
Freehand Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,237 reviews)
"Amazing hotel and staff!"
United States
Corey
Silversmith Hotel Chicago Downtown

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,420 reviews)
"The staff was very helpful with the check in and the room was great. "
United States
George
The price is NT$3,028
NT$3,554 total
includes taxes & fees
Feb 22 - Feb 23
Club Quarters Hotel, Central Loop, 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.

Find out more about Old Town Chicago

Discover top Old Town Chicago attractions

Old Town Chicago is a vibrant neighborhood packed with charm and history, perfect for travelers seeking quality experiences. Begin your exploration at the iconic Second City, where you can enjoy a night of laughs with some of the best improv comedy in the country. Just a short walk away, the picturesque Old Town Triangle Historic District invites you to stroll through its quaint streets lined with Victorian-era homes, providing a glimpse into the city's architectural past. For a taste of local culture, visit the Old Town Art Fair, held annually and featuring works from local artists, or explore the lively farmers market for fresh produce and artisanal goods. Don't miss a visit to the nearby Lincoln Park Zoo, where families can enjoy free admission to see wildlife in a beautifully landscaped setting. When it comes to accommodations, staying in one of the boutique hotels in Old Town allows you to enjoy personalized service and a touch of luxury. Many offer spacious rooms with modern amenities, and some even feature rooftop terraces with stunning views of the city skyline, providing a relaxing retreat after a day of adventure. With its unique blend of historic charm and contemporary conveniences, Old Town Chicago is sure to make your stay memorable.

Top Old Town Chicago Hotel Reviews

Explore a world of travel with Expedia