St. Ben's Vacations from ￥256,077

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The Latest St. Ben's Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥328,545, price is now ￥256,077 per person
￥256,077
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.

Reviewed on Nov 18, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥434,324, price is now ￥312,520 per person
￥312,520
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Perfect stay and location. Room was clean and just what we needed. It’s nothing special

Reviewed on Nov 11, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥400,331, price is now ￥297,527 per person
￥297,527
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
Downtown Chicago
Price was ￥372,990, price is now ￥281,735 per person
￥281,735
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
18.4/10 Exceptional! (983 reviews)
Everything was good

Reviewed on Nov 17, 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥344,924, price is now ￥268,894 per person
￥268,894
per person
Dec 31 - Jan 6
just found
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
17.6/10 Exceptional! (3,098 reviews)
Yes, yes, and yes, everything was wonderful

Reviewed on Nov 18, 2025

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 showing a city

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.

Find hotels in Downtown Chicago

St. Ben's Hotel Deals

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 ￥13,686 per night from Dec 8 to Dec 9
￥13,686
￥16,065 total
Dec 8 - Dec 9
includes taxes & fees
8.4/10 Very Good! (5,272 reviews)
I like the place was a good place and the staff are very welcoming. As one thing I didn't like I booked one bedroom King bed, I end up with two single beds. But they promise me to change in the morning and they didn't. I was not happy about it.

Reviewed on Nov 19, 2025

Embassy Suites by Hilton Chicago Downtown River North
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥15,942 per night from Dec 21 to Dec 22
￥15,942
￥22,603 total
Dec 21 - Dec 22
includes taxes & fees
8.4/10 Very Good! (2,072 reviews)
Staff could not have been more helpful. The venue was packed for an international rugby game, but everything was clean, well cared for and comfortable. Will defintiely stay here again!

Reviewed on Nov 18, 2025

Palmer House a Hilton 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 ￥13,081 per night from Dec 7 to Dec 8
￥13,081
￥15,355 total
Dec 7 - Dec 8
includes taxes & fees
8.8/10 Excellent! (3,324 reviews)
Awesome location and valet was very helpful

Reviewed on Nov 18, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,746 properties in St. Ben's
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 ￥256,077. 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.

Discover the most popular places to visit in St. Ben's

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

￥7,445
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

￥6,717
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,749
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.