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Find Luxury Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Luxury Hotels

Top Old Town Chicago Luxury Hotels

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (458)
"Great location and hospitality! "
The price is SAR 630
SAR 740 total
includes taxes & fees
30 Jun - 1 Jul
The Sono Chicago

Hotel Lincoln

4.0 star property
8.0 out of 10, Very Good, (1004)
"Great location and nice park views. "
The price is SAR 495
SAR 647 total
includes taxes & fees
9 Jul - 10 Jul
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.

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 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.