St. Ben's Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in St. Ben's
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
CA $1,122
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
El edificio es muy bueno, la atención del personal pésimo, siempre mal predispuestos para ayudar!
Reviewed on Oct 17, 2026
Where to stay in St. Ben's
Find the best St. Ben's areas and neighborhoods for the activities you enjoy most. Learn more about St. Ben's
Downtown Chicago
4 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.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
St. Ben's Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $148
CA $176 total
Nov 11 - Nov 12
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $215
CA $256 total
Nov 1 - Nov 2
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
CA $182
CA $216 total
Nov 1 - Nov 2
includes taxes & fees
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.
Frequently asked questions
How much does a St. Bens vacation package cost?
Chart your own course with our St. Bens vacation packages, which start from just CA $1,063. Choose the hotels and flights that suit your style. Then, add on one or two sightseeing activities for an amazing escape.
How do I get a cheap travel package to St. Bens?
Bundling your hotel and flight with Expedia won't just save valuable time — it'll save you cash too. A St. Bens vacation package makes it a breeze to arrange the perfect trip. With more than 550 airlines all over the world to pick from, finding flights that fit your busy schedule won't be an issue. In addition to that, we have over 1,000,000 hotel options globally to take your pick of. Talk about choice! Whatever your budget, Expedia will help show you the world.
Where should I stay in St. Bens?
Urban adventurers come from near and far to see Wrigley Field and Lincoln Park Zoo in St. Bens. Stay within a stone's throw of these must-see attractions and visit them at your leisure.
How far in advance should I book my St. Bens vacation?
While prices fluctuate, we generally recommend booking your flight as early as possible. Many international fares are found on Expedia up to 12 months in advance. If you're booking late, you might still be lucky. Cheaper tickets to St. Bens occasionally appear only weeks before departure.
What does an Expedia St. Bens travel package include?
You can choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can also add on experiences and tours. Want to pick your airfare class? That's easily done too. The choice is yours when it comes to organizing your dream St. Bens escape.
What should I know before booking a St. Bens travel package?
A travel package can be customized for your budget and is an easy way to stretch your hard-earned dollars. How little or much you include is totally up to you. Hotels, rental cars and flights — mix and match whatever combination suits your style.
Can I choose my airline with a St. Bens Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're looking to fly to St. Bens in first class or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my St. Bens vacation package?
If your vacation plans in St. Bens have changed, it's good to know that you can cancel your booking. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To learn more, check our Customer Service Portal.
Things to do
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.