Near West Side Vacations from $341
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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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
Save 100% on your flight
Price was $540, price is now $341 per person
$341
per person
Dec 23 - Dec 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
Air conditioning worked poorly. Room never cooled down below 75 degrees. Room safe did not work. Room is sparse and lacked comfort. Quite a let down from other Marriott tribute properties.
Reviewed on Nov 1, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,039, price is now $603 per person
$603
per person
Dec 23 - Dec 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
Great Hotel and Awesome staff. No complaints. Will definitely be back.
Reviewed on Nov 1, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $580, price is now $367 per person
$367
per person
Dec 23 - Dec 28
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
Everything was really nice. But we didn't have room service. And the sink had been clogged since the day we arrived.
Reviewed on Nov 1, 2026
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
4 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
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Fully refundable
$111 nightly
The price is $132 total per night from Nov 23 to Nov 24
$132 total
Nov 23 - Nov 24
Total with taxes and fees
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundable
$135 nightly
The price is $161 total per night from Nov 23 to Nov 24
$161 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (2,770 reviews)
"The room was beautiful and clean, good view of the city"
Reviewed on Nov 1, 2026
The Emily Hotel
311 North Morgan Street Chicago IL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $254 total per night from Nov 22 to Nov 23
$254 total
Nov 22 - Nov 23
Total with taxes and fees
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.
Stay near popular Near West Side attractions
Things to do
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
$24
per adult
100% of travellers recommend
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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.