Far Southeast Side Vacation Packages
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Top Far Southeast Side vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (5,555 reviews)
Jan 7 - Jan 10
3 night stay
Houston (IAH) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • Coach
Price was $494, price is now $315 per person
$315
per person
found 1 day ago
The Riu in Chicago was in a great location downtown. The rooftop bar offered great views, drinks and food. The breakfast buffet was one of the best we've ever had. The room was clean and quiet. You can't ask for more!
Reviewed on Oct 28, 2026
4.5-star property
Swissotel - Chicago
Downtown Chicago
9/10 Wonderful! (3,572 reviews)
Jan 7 - Jan 10
3 night stay
Houston (IAH) to Chicago (ORD)
Frontier Airlines • Non-stop roundtrip • Coach
Price was $504, price is now $322 per person
$322
per person
found 1 day ago
You’re paying for the view rooms are old and bathrooms
Reviewed on Oct 28, 2026
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
9.2/10 Wonderful! (591 reviews)
Jan 11 - Jan 15
4 night stay
Houston (IAH) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Houston (IAH)
Frontier Airlines • Coach
Save 100% on your flight
Price was $606, price is now $400 per person
$400
per person
found 1 day ago
The stay was everything I love the view and peaceful. Thank you
Reviewed on Oct 26, 2026
Top rated hotels for your Far Southeast Side vacation package
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
12.43 mi from city center
The price is $126 total per night
$126 total
per night
Nov 12 - Nov 13
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 securing valuables, concierge services, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free Cancellation
Reserve now, pay when you stay
14.56 mi from city center
The price is $138 total per night
$138 total
per night
Oct 29 - Oct 30
Guests of The Chicago Hotel Collection Ambassador Gold Coast enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 82 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include conference space, express check-out, and a fireplace in the lobby.
Pet friendly
Free WiFi
River Hotel
75 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
13.3 mi from city center
The price is $138 total per night
$138 total
per night
Nov 22 - Nov 23
River Hotel features a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 76 per night. The front desk is staffed 24/7 to help with securing valuables, concierge services, 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
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View all propertiesLowest 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
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