Ravenswood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Ravenswood

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was CA $1,954, price is now CA $1,324 per person
CA $1,324
per person
May 31 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.

Reviewed on Apr 6, 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 $2,222, price is now CA $1,421 per person
CA $1,421
per person
May 31 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great place to stay

Reviewed on Apr 7, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,231, price is now CA $1,479 per person
CA $1,479
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Top of the line customer service! I can’t express how deeply I am impressed with your hotel, the feel, the specialness of it all! My first time there, has left me with a lasting impression I will never forget! Classy and it smelled like Paris! Love everything about the hotel. Wish I could have stayed longer. Thank you for keeping such a prestigious hotel at top standard!

Reviewed on Apr 6, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,236, price is now CA $1,544 per person
CA $1,544
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
The Langham far exceeded my expectations I had. The level of service start to finish was truly 5 stars. I cannot recommend staying there enough.

Reviewed on Apr 7, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,999, price is now CA $1,393 per person
CA $1,393
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great location! Easy parking and the rooms were gorgeous! We will definitely stay here next time we visit Chicago

Reviewed on Apr 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 $159 per night from Apr 26 to Apr 27
CA $159
CA $187 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,080 reviews)
Parking was terrible and extremely expensive

Reviewed on Apr 10, 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,099 reviews)
Recommend packing light if you self-park and walk to the hotel!

Reviewed on Apr 11, 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr 19 to Apr 20
CA $192
CA $225 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,833 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...

Reviewed on Apr 9, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,824 properties in Ravenswood
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 $1,324. 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.

Things to do

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 Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.