Photo by trenton.badillo

Find Luxury Hotels in Old Town Chicago, Chicago

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Old Town Chicago Luxury Hotels

Tonight
Feb 1 - Feb 2
Tomorrow
Feb 2 - Feb 3
Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16

Top Old Town Chicago Luxury Hotels

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (442)
"Our stay at The Sono was great! We were only staying a night and booked a queen room, and they gave us a free upgrade to a king room since it was unoccupied. The room was fantastic & clean, the breakfast was delicious with lots of variety and the voucher for free street parking made this the best option for our stay. I would definitely stay again."
The Sono Chicago
Hotel Lincoln
Beach nearby

Hotel Lincoln

4.0 star property
8.0 out of 10, Very good, (1005)
"The staff was great. Check in and out was a breeze and the night that we did use overnight parking, the valet was quick to retrieve the vehicle. Just a few things that could be worked on. The small details in the bathroom, such as chipping and peeling of paper on the walls. We used the shampoos and soaps and made coffee in the morning.But after maid came in and straightened to the room, she did not replenish any for the following morning."
The price is CA $129
CA $177 total
includes taxes & fees
Feb 24 - Feb 25
Hotel Lincoln
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.
Don't see what you're looking for?
See all available properties in Old Town Chicago

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Old Town Chicago?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O’Hare Intl. Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you’d like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Old Town Chicago offers. During your visit, you might want to enjoy the lake views and shopping which Old Town Chicago is known for.
What's the best high-end hotel in Old Town Chicago?
Hotel Lincoln, part of JdV by Hyatt is a 4-star hotel with 2 restaurants and a rooftop terrace, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
What's the best time to vacation in Old Town Chicago?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What's there to see and do in Old Town Chicago?
Take in some sights and attractions while you’re in Old Town Chicago by visiting Second City, Armitage Avenue, and Henry Gerber House. If you have some spare time during your trip, you might want to check out Hudson Chess Park and Lighthouse ArtSpace Chicago.
How can I get around Old Town Chicago?
It’s easier to get around town comfortably when you know your options. Nearby metro stations include Sedgwick Station and Clark-Division Station.