West Side Vacations from $520

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The Latest West Side vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Level Chicago - River North
Lodge Geneva National
Level Chicago Fulton Market
Pendry Chicago
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West Side Hotel Deals

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $213 total per night from Jul 5 to Jul 6
$213 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (2,315 reviews)
"Place was okay, definitely wouldn’t book here again. The rooms have a certain hospital odor & the furniture/rooms are really outdated. Definitely gives me early 2000s vibes. We booked last minute since we didn’t want to drink & drive back home. But for any tourist looking for a good place to stay. ..."

Reviewed on Jul 2, 2026

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $199 total per night from Jul 6 to Jul 7
$199 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (1,045 reviews)
"Nice pool on the roof.Close to everything in the city."

Reviewed on Jul 2, 2026

Holiday Inn & Suites Chicago - Downtown by IHG
The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
Fully refundableReserve now, pay when you stay
$320 nightly
The price is $380 total per night from Jul 26 to Jul 27
$380 total
Jul 26 - Jul 27
Total with taxes and fees
9.2/10 Wonderful! (1,319 reviews)
"Very unique motif"

Reviewed on Jul 1, 2026

The Emily Hotel
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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