North Side Vacation Packages
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4.0-star property
The Emily Hotel
Downtown Chicago
9.2/10 Wonderful! (1,358 reviews)
Jan 23 - Jan 27
4 night stay
Atlanta (ATL) to Chicago (ORD)
Frontier Airlines • Roundtrip • Coach
Price was $1,101, price is now $779 per person
$779
per person
found 1 day ago
The location of this hotel is great with the exception of its proximity to the train tracks. There were train horns sounding at all hours and fairly frequently. The hot water in my room took an extremely long time and house keeping didn’t always replenish/ replace items they would remove such as dark face cloth for makeup removal and wet makeup removal towelette.
Reviewed on Nov 10, 2026
Top rated hotels for your North Side vacation package
The Willows Hotel
555 W Surf St Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.75 mi from city center
$102 nightly
The price is $120 total per night
$120 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of The Willows Hotel enjoy free WiFi in public areas, coffee in a common area, and a fireplace in the lobby. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. This boutique hotel also has a vending machine.
Free WiFi
Air conditioning
The Chicago Hotel Collection - Wrigleyville
3475 N. Clark St. Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.43 mi from city center
$108 nightly
The price is $127 total per night
$127 total
Dec 6 - Dec 7
Total with taxes and fees
At The Chicago Hotel Collection - Wrigleyville, guests have access to a rooftop terrace, free WiFi in public areas, and express check-in. Staff members can help with accommodation requests, and provide luggage storage. Additional amenities include express check-out and a terrace.
Pet friendly
Free WiFi
Hotel Lincoln
1816 N Clark Street Chicago IL
2.55 mi from city center
$123 nightly
The price is $145 total per night
$145 total
Nov 22 - Nov 23
Total with taxes and fees
Guests staying at Hotel Lincoln enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 75 per day. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this boutique hotel include a 24-hour business center, a microwave in a common area, and a computer station.
Pet friendly
Free WiFi
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.
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
$144
per adult
94% of travellers recommend
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