West Chicago Vacation Packages

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Your West Chicago Vacation

Build a custom vacation package to West Chicago and get ready to experience this amazing city how you want. Think about spending time in the neighborhood of Medinah, which is good for golfing and more. A trip to West Chicago is an excellent opportunity to go sightseeing. Be sure to look around popular attractions like Arcada Theater, Wheaton College and Fabyan Villa Museum & Japanese Garden. Whoever you're heading away with and whatever you want to spend, your dream West Chicago vacation is only clicks away with Expedia.

Top West Chicago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,509, price is now CA $1,013 per person
CA $1,013
per person
May 11 - May 15
found 18 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.

Reviewed on Mar 23, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,830, price is now CA $1,190 per person
CA $1,190
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
We loved everything about this modern hotel, with one exception: the room doors “bang” when closing. These sounds can be heard up and down the hall and woke us up multiple times. Recommendation to the property management to install some form of sound mitigation or softer closing mechanism in the doors.

Reviewed on Mar 27, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,728, price is now CA $1,209 per person
CA $1,209
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
The view is amazing, the staff from the valet to the front desk were very nice and professional. Will be going back.

Reviewed on Mar 26, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,761, price is now CA $1,307 per person
CA $1,307
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on Mar 9, 2026

Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,425, price is now CA $1,058 per person
CA $1,058
per person
Jun 3 - Jun 9
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,011 reviews)
Our room was spacious, clean and well appointed. I love a bathroom with good lighting and the tv in the vanity mirror was fantastic to catch the morning news as we got ready!! The staff was exceptional. From check in, to drinks at the bar, to room service, everyone was incredibly friendly and professional. I highly recommend Hotel Arista.

Reviewed on Mar 24, 2026

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West Chicago Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $331 per night from Apr 3 to Apr 4
CA $331
CA $389 total
Apr 3 - Apr 4
includes taxes & fees
8.4/10 Very Good! (2,235 reviews)
Everything was clean and the staff was very friendly and helpful!

Reviewed on Mar 25, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Apr 4 to Apr 5
CA $187
CA $213 total
Apr 4 - Apr 5
includes taxes & fees
8.8/10 Excellent! (2,432 reviews)
Hotel currently undergoing renovations and it was very noisy in the morning. Coffee maker didn't work and there was no microwave in room. Restaurant was pretty good.

Reviewed on Mar 26, 2026

Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Apr 3 to Apr 4
CA $206
CA $242 total
Apr 3 - Apr 4
includes taxes & fees
8.6/10 Excellent! (1,234 reviews)
It was all good!

Reviewed on Mar 23, 2026

Marriott Chicago O'Hare
See all 1,319 properties in West Chicago
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in West Chicago

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Chicago Skyline at North Beach

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes

What to do in West Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in West Chicago

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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.