The Latest West Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $735, price is now $352 per person
$352
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Customer service was great and the property was bright and shiny. You could tell that employees cared about the way the property looked and how they interacted with guests.
Reviewed on Oct 27, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was $785, price is now $359 per person
$359
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
Great accommodation, staff really nice, room was spacious and very clean. Perfect location to walk just about anywhere,
Reviewed on Oct 27, 2025
Pendry Chicago
Downtown Chicago
Price was $1,020, price is now $483 per person
$483
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on Oct 16, 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $726, price is now $375 per person
$375
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel
Reviewed on Oct 20, 2025
Where to stay in West Side
Find the best West Side areas and neighborhoods for the activities you enjoy most. Learn more about West Side
West Loop
1 out of top 10 points of interest in this area
Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
Discover the most popular places to visit in West Side
United Center
4.5/5(701 reviews)
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
University of Illinois Chicago
4/5(832 reviews)
Enjoy the collegiate vibe at University of Illinois Chicago during your stay in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Humboldt Park
3.5/5(2 reviews)
Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed art scene in this vibrant area.
What to do in West Side
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
West Side Hotel Deals
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Fully refundable
$102 nightly
The price is $120 total per night from Nov 26 to Nov 27
$120 total
Nov 26 - Nov 27
Total with taxes and fees
8.8/10 Excellent! (1,626 reviews)
Staff was friendly upon check in and the premise was very clean.
Reviewed on Oct 27, 2025
Hyatt House Chicago Medical/University District
1835 West Harrison Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Nov 23 to Nov 24
$134 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,163 reviews)
Renovated old hospital. Very cool building.
Reviewed on Oct 24, 2025
The Emily Hotel
311 North Morgan Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $224 total per night from Nov 23 to Nov 24
$224 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (1,249 reviews)
Great
Reviewed on Oct 23, 2025
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.
Find the Best West Side Vacation Packages
West Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
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- Visit East Garfield Park
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- Holy Trinity Russian Orthodox Cathedral
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- Credit Union 1 Arena
- Visit North Lawndale
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- Visit Grace Abbott Homes
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- Mary Bartelme Park
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.