Ranch Triangle Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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

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

Top Holiday Package Deals in Ranch Triangle

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 19 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 14 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

Where to stay in Ranch Triangle

Find the best Ranch Triangle areas and neighborhoods for the activities you enjoy most. Learn more about Ranch Triangle
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

Ranch Triangle 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 16 to Apr 17
CA $159
CA $186 total
Apr 16 - Apr 17
includes taxes & fees
8/10 Very Good! (9,993 reviews)
I chose the hotel for the location to meet friends for a visit to the Art Institute and dinner as I passed through the city, a modest price and at-grade adjacent parking lot convenience, but the physical condition was so shabby. The mattress was too hard for me, so made for an uncomfortable sleep. ...

Reviewed on Mar 27, 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 9 to Apr 10
CA $190
CA $223 total
Apr 9 - Apr 10
includes taxes & fees
9/10 Wonderful! (3,990 reviews)
Close to everything we wanted to do and the lake and beach

Reviewed on Mar 27, 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 $201 per night from Apr 12 to Apr 13
CA $201
CA $236 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (5,777 reviews)
We ended up with the stomach bug while we were on vacation, but the staff was all so responsive and helpful to us - allowing a later check-out time and bringing us bleach wipes. The texting feature was very helpful!

Reviewed on Mar 26, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,624 properties in Ranch Triangle
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 Ranch Triangle vacation package cost?
Our Ranch Triangle vacation packages, which begin from just CA $1,013, are the best way to save loads of cash. Pick your favorite flights, hotels and rental cars to create your ideal itinerary.
How do I get a cheap travel package to Ranch Triangle?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Choose a combination that suits your style and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotels globally, which lets you customize your Ranch Triangle adventure.
Where should I stay in Ranch Triangle?
Take the leg work out of sightseeing by staying someplace near Ranch Triangle's main attractions. Wrigley Field and Lincoln Park Zoo are two of the best in the area.
How far in advance should I book my Ranch Triangle vacation?
The earlier, the better. Air carriers usually advertise flight tickets up to 12 months in advance, and this is your chance to land some of the lowest prices. Boss just told you to use up all your vacation days next month? No sweat. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Ranch Triangle travel package include?
Expedia has all you need to arrange your Ranch Triangle escape, but what your package looks like is up to you. Select from a combination of hotels, flights and rental cars. Looking for some tours or experiences to keep you entertained? Once you've made your booking, you can add them too. No matter your budget, there's a package deal to suit your needs.
What should I know before booking a Ranch Triangle travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with terrific discounts. You're not restricted to hotels, however. Book with us and take your pick of beach villas, mountain cabins and even houseboats and castles!
Can I choose my airline with a Ranch Triangle Expedia vacation package?
Yes, and with over 550 airlines to choose from globally, you're not short on choice. Have a look through the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Ranch Triangle vacation package?
Plans can change without warning, so yes. You may be able to cancel or amend your Ranch Triangle vacation package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Need more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.