Near West Side Vacations from $300
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Your Near West Side Vacation
Organizing your next getaway just got a whole lot easier with a vacation package to Near West Side. Enjoy all this neighborhood has to offer while making nice memories you won't forget. When it's time to sightsee, you'll find lots of top attractions nearby including University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Visit one, two or more during your trip to Near West Side. Stop daydreaming and start doing. When you're ready to book your dream vacation to Near West Side, Expedia will help get you there.
The Latest Near 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 $516, price is now $300 per person
$300
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Great breakfast, Clean room, enjoyed the stay
Reviewed on Jan 9, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $844, price is now $525 per person
$525
per person
Mar 7 - Mar 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in
Reviewed on Dec 25, 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $600, price is now $401 per person
$401
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.
Reviewed on Dec 18, 2025
Where to stay in Near West Side
Find the best Near West Side areas and neighborhoods for the activities you enjoy most. Learn more about Near West Side
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Near West Side Hotel Deals
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Jan 18 to Jan 19
$107 total
Jan 18 - Jan 19
Total with taxes and fees
8.8/10 Excellent! (1,844 reviews)
Modern property
Reviewed on Jan 5, 2026
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundable
$110 nightly
The price is $129 total per night from Jan 17 to Jan 18
$129 total
Jan 17 - Jan 18
Total with taxes and fees
8.4/10 Very Good! (1,007 reviews)
Our room was ready early which is always nice to beat the afternoon traffic. Good distance from the city to where it’s not as busy and loud but still gives you the city feel. 10 minute uber drive, all in all a great location, very clean!
Reviewed on Jan 5, 2026
Hampton Inn & Suites Chicago Medical District UIC
710 S Seeley Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Jan 15 to Jan 16
$128 total
Jan 15 - Jan 16
Total with taxes and fees
9.6/10 Exceptional! (411 reviews)
Cleanliness
Reviewed on Jan 5, 2026
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.
Discover the most popular places to visit in Near 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 entertainment choices.
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 entertainment choices in this vibrant area.
Mary Bartelme Park
After visiting Mary Bartelme Park, make a plan to see the other sights and activities in Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago Bulls Basketball Game at United Center
$83
per adult
80% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
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- Chicago Vacations
- Visit Downtown Chicago
- University of Illinois Chicago
- Credit Union 1 Arena
- Jane Addams' Hull-House Museum
- Mary Bartelme Park
- Willis Tower
- West Loop Vacations
- Maxwell Street Market
- Visit Greektown
- St. Basil Greek Orthodox Church
- Packer Schopf Gallery
- Visit Chicago
- 311 S Wacker Dr
- Skydeck Ledge
- Civic Opera House
- Chicago Board of Trade Building
- Grace Abbott Homes Vacations
- Where to stay in Chicago
- Visit West Loop
- United Center
- Car rentals near Chicago
- Car rentals near Credit Union 1 Arena
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- Car rentals near University of Illinois Chicago
- Car rentals near West Loop
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- Budget Rental Cars in West Loop
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.