Find a Hotel in Old Town Chicago

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Old Town Chicago Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Old Town Chicago area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Old Town Chicago to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Old Town Chicago are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Recent Old Town Chicago hotel reviews by fellow wanderers

River Hotel

5 out of 5

Posted 1 hour ago

Travelocity Verified Review

"Perfect location"

A verified traveler stayed at River Hotel

Congress Plaza Hotel

4 out of 5

Posted 4 hours ago

Travelocity Verified Review

"Our stay was awesome!! The AC/ fan in our room was old, so there was no cold air, it got hot quickly. Other than that, the location was great, room was clean, and was perfect for a weekend trip. I heard people saying it was “the creepy hotel” but honestly i experienced nothing abnormal."

A verified traveler stayed at Congress Plaza Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5

Posted 5 hours ago

Travelocity Verified Review

"The staff are definitely the highlight of this hotel. The interior/lobby is BEAUTIFUL and the bar in the lobby was amazing, drinks were very good. Just stayed 1 night, they upgraded my room for free which was very nice but once I got into the room I could immediately tell it was a MUCH older hotel. The decor was outdated, there was also just a bed and a desk chair in the room lol nothing else. Couldn’t sit anywhere that wasn’t the bed…bathroom was okay too. Towels had some stains on them. Other than that it was a decent stay. I’d probably book somewhere else next time just because it’s not as modern as it seemed to be online but if you like the older style hotels definitely check this one out."

A verified traveler stayed at THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel