Chicago Vacation Packages
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Top Chicago vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
8.8/10 Excellent! (1,165 reviews)
Dec 6 - Dec 8
2 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Spirit Airlines • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
United • Coach
per person
found 1 day ago
3.0-star property
Holiday Inn & Suites Chicago - Downtown, an IHG Hotel
Downtown Chicago
7.8/10 Good! (1,005 reviews)
Nov 27 - Dec 2
5 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
United • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Find your perfect trip to Chicago
Find your perfect trip to Chicago
Top rated hotels for your Chicago vacation package
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
0.43 mi from city center
The price is $180 per night
$180
includes taxes & fees
$153 per night
Nov 7 - Nov 8
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
River Hotel
75 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.5 mi from city center
The price is $167 per night
$167
includes taxes & fees
$142 per night
Oct 29 - Oct 30
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 53 per night. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a business center, and express check-in.
Pet friendly
Free WiFi
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
0.18 mi from city center
The price is $166 per night
$166
includes taxes & fees
$142 per night
Oct 30 - Oct 31
Guests of Club Quarters Hotel, Central Loop, Chicago enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea 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.
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