West Town Vacations

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Your West Town Vacation

West Town is beckoning! Whatever type of getaway you have in mind, you can experience and see more of this neighborhood with a West Town vacation package. Your trip to West Town wouldn't be complete without a stop at major attractions nearby such as University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Don't just think about it — turn it into a reality! Lock in your ultimate West Town vacation with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
  • Aug 7 - Aug 10

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.2/10 - Very Good (2,766 reviews)
    "Really loved the gym facilities and brand new peloton equipment, room was very nice just small same with the lobby and cafe amenities but the staff was great"
    Reviewed June 6, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop MDW - ATLNonstop
    Save 100% on your flight
    $676
    $445
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Jul 10 - Jul 15

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (493 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop ORD - ATLNonstop
    Save 100% on your flight
    $1,497
    $856
    per traveler
    found 1 day ago
    Level Chicago Fulton Market
  • Aug 27 - Aug 31

    Level Chicago – Old Town + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.0/10 - Wonderful (488 reviews)
    "Very clean and loved the location and amenities with the store on the first floor was fantastic"
    Reviewed June 3, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop MDW - ATLNonstop
    Save 100% on your flight
    $1,265
    $788
    per traveler
    found 1 day ago
    Level Chicago – Old Town
  • Aug 7 - Aug 10

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,526 reviews)
    "Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission."
    Reviewed June 4, 2026
    Roundtrip Atlanta (ATL) - Chicago (ORD)
    ATL - ORDNonstop MDW - ATLNonstop
    Save 100% on your flight
    $958
    $623
    per traveler
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Jul 24 - Jul 27

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (4,364 reviews)
    "The hotel is good, I can see this is a preference for many people that go to Chicago. Location is great, next to Michigan street (Harry Potter store), many restaurants, shopping options and near the Museum of Contemporary Art. The room is good, staff are really nice, I ate food from the main floor bar and it was decent (not great quality). The room was good, decorations are modern and cost/benefict is good for spending the day out and coming back to sleep."
    Reviewed June 7, 2026
    Roundtrip Atlanta (ATL) - Chicago (MDW)
    ATL - MDWNonstop MDW - ATLNonstop
    Save 100% on your flight
    $1,152
    $769
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago

Where to stay in West Town

Find the best West Town areas and neighborhoods for the activities you enjoy most. Learn more about West Town

West Town Hotel Deals

STAY

STAY

2 out of 5
1415 Ashland Ave Chicago IL
$89 nightly
The price is $99 total per night from Jun 10 to Jun 11
$99 total
Jun 10 - Jun 11
Total with taxes and fees
7.8/10 Good! (221 reviews)
"Awesome staff response"

Reviewed on Jun 5, 2026

STAY
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
8/10 Very Good! (10,189 reviews)
"The hotel was clean for the most part. Corridors smells like soap because I truly believe the housekeeping works hard to keep them that way. Unfortunately the hotel was just old and needs much needed upgrade. The bathroom was looking noticeably old too and the water in the bath area needs to be at ..."

Reviewed on Jun 7, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
$150 nightly
The price is $178 total per night from Jun 28 to Jun 29
$178 total
Jun 28 - Jun 29
Total with taxes and fees
7.8/10 Good! (1,528 reviews)
"There isn't a coffee machine in the room one is supposed to be in the lobby but although the machines there were 4 there wasn't any tea or coffee pods."

Reviewed on Jun 7, 2026

The Chicago Hotel Collection - Magnificent Mile
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.

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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.