Ravenswood Vacation Packages

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Top Holiday Package Deals in Ravenswood

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was CA $1,047, price is now CA $766 per person
CA $766
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (3,921 reviews)
The staff were super friendly, parking lot across the street and the location is wonderful. I would definitely stay again with my grandchildren. We took in all the Chicago sites.

Reviewed on Jun 11, 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 $1,854, price is now CA $1,316 per person
CA $1,316
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
This is our second time staying at the sable and it was wonderful! The staff is amazing and friendly! The elevators were out and we got lost a couple times getting to our room, and every single staff member that we would run into each time was so helpful and kind in finding where we were supposed to go! One of the housekeepers even stopped what she was doing to walk us to our correct floor when she realized we were lost! She was so incredibly nice! The views are incredible, the location is incredible, and the staff is incredible! Will definitely be coming back on our next trip to Chicago/Navy Pier!

Reviewed on Jun 11, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,941, price is now CA $1,396 per person
CA $1,396
per person
Sep 4 - Sep 7
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
The fitness center & spa was top notch. The on site restaurant had amazing food and service.

Reviewed on Jun 12, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,417, price is now CA $1,029 per person
CA $1,029
per person
Aug 13 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (484 reviews)
We love where this is property is located and all the amenities. The pool was closed the 2 days we were there which was disappointing but the weather didn't really cooperate either. The staff is very accomodating and attentive.

Reviewed on Jun 11, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,083, price is now CA $797 per person
CA $797
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40.

Reviewed on Jun 10, 2026

Where to stay in Ravenswood

Find the best Ravenswood areas and neighborhoods for the activities you enjoy most. Learn more about Ravenswood
Downtown Chicago

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.

Find hotels in Downtown Chicago

Ravenswood Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jun 29 to Jun 30
CA $190
CA $225 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,251 reviews)
"The only negative I had with the hotel was that their food choices were limited, and there were not a lot of healthy options. I would have really appreciated more veg choices with the meals, and more salad options."

Reviewed on Jun 12, 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
The price is CA $201 per night from Jun 14 to Jun 15
CA $201
CA $239 total
Jun 14 - Jun 15
includes taxes & fees
7.8/10 Good! (1,568 reviews)
"I"

Reviewed on Jun 12, 2026

The Chicago Hotel Collection - Magnificent Mile
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 $212 per night from Jul 5 to Jul 6
CA $212
CA $242 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (2,656 reviews)
"I really liked it and recommend it."

Reviewed on Jun 12, 2026

Hyatt Regency O'Hare Chicago
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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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Frequently asked questions

How much does a Ravenswood vacation package cost?
Get ready to book, because a trip to Ravenswood starts from an affordable CA $766. When you bundle your flights, hotels and more into a travel package, you'll pick up the best bargains.
How do I get a cheap travel package to Ravenswood?
Secure flights that suit your schedule, add a hotel to your booking and watch the savings stack up with a Ravenswood vacation package. It's that simple! From flights and hotels to rental cars and tours, Expedia makes traveling on the cheap easy. And with more than 550 air carriers and 1,000,000 hotel options around the globe to select from, you won't be short of choice.
Where should I stay in Ravenswood?
Stay within a stone's throw of Lincoln Park. This fantastic attraction is in the center of the action and on the must-do lists of most travelers.
What are the top hotels in Ravenswood?
Whether you aim to stay for one night or longer in Ravenswood, you'll get a great night's sleep at The Guesthouse Hotel. This place is popular with many travelers.
How far in advance should I book my Ravenswood vacation?
It all depends on the air carrier, but it's usually possible to look up international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travelers occasionally nab a cheaper flight just weeks before their intended journey.
What does an Expedia Ravenswood travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply choose your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to crafting your Ravenswood trip, you're the one in control!
What should I know before booking a Ravenswood travel package?
A travel package can be customized for your circumstances and is a great way to make your money go further. How little or much you include is your call. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a Ravenswood Expedia vacation package?
You can. We offer more than 550 airline partners worldwide, so fly with the carrier that best fits your travel needs.
If I'm not able to travel, can I cancel my Ravenswood vacation package?
Certainly, and we're here to help. You may be able to cancel or change your Ravenswood vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans unexpectedly change, look up our Customer Service Portal for more information.

Stay near popular Ravenswood attractions

Our Lady of Lourdes Church

Our Lady of Lourdes Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and entertainment choices in this vibrant area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.