Photo by trenton.badillo

Find Romantic Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Romantic Hotels

Tonight
27 May - 28 May
Tomorrow
28 May - 29 May
This weekend
30 May - 1 Jun
Next weekend
6 Jun - 8 Jun

Compare Old Town Chicago Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
8.0 out of 10, Very Good, (1000)
"Great hotel, super clean and great location."
The price is AED 562
AED 724 total
includes taxes & fees
8 Jun - 9 Jun
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

Searching for romantic hotels in Old Town Chicago?
If you and your partner need a romantic vacation, we’ve got just the ticket. Our guests also love Old Town Chicago for its bar scene, array of dining options, and cozy coffeehouses. If you want to explore the area, you might head to Second City, Armitage Avenue, or Henry Gerber House. If you’re interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
How many romantic hotels will we be able to find in Old Town Chicago?
Expedia has 19 romantic Old Town Chicago hotels for you to get cozy in.
When is the best time to visit 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 is there to do in Old Town Chicago?
There’s nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Old Town Chicago. If you and your partner are interested in sampling the local food and drinks, you’ll love Old Town Chicago for its bar scene, array of dining options, and cozy coffeehouses. You might think about stopping by Second City, Armitage Avenue, or Henry Gerber House while you’re seeing the sights.
What's the best way to get to Old Town Chicago and around town during my romantic getaway?
This information about transportation options in Old Town Chicago might help your romantic getaway go off without a hitch: Fly into Chicago Midway Airport (MDW), which is the closest major airport, located 10 mi (16 km) away. Local metro stations include Sedgwick Station and Clark-Division Station.