Ranch Triangle 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 Ranch Triangle

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 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 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 4,746 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 $1,324, 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.

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 Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $61
per adult
94% of travellers recommend
Wendella's Lake and 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.