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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, (463)
"Excellent location. Beautiful property, extremely clean."
The price is SAR 851
SAR 999 total
includes taxes & fees
4 Aug - 5 Aug
The Sono Chicago

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1008)
"Loved the convenance of the fantastic park across the street, the pet friendly hotel, friendly staff and great location close within walking distance to restaurants, the beach, and fun vibes."
The price is SAR 542
SAR 702 total
includes taxes & fees
27 Jul - 28 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 Lighthouse ArtSpace Chicago. If you have some spare time during your trip, you might want to check out Henry Gerber House and Hudson Chess Park.
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.