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Find Romantic Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Romantic Hotels

Top Old Town Chicago Romantic Hotels

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 AED 555
AED 716 total
includes taxes & fees
7 Aug - 8 Aug
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 Lighthouse ArtSpace Chicago. 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 Lighthouse ArtSpace Chicago 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.