St. Ben's Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 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

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
A busy city street with tall buildings, a bus, and cars.

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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in St. Ben's

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
฿6,216
฿7,390 total
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,448 reviews)
"The elevator system needs to be updated."

Reviewed on 19 Sept 2026

River Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
฿5,948
฿7,071 total
7 Oct - 8 Oct
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
฿5,963
฿7,090 total
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (2,283 reviews)
"Dear Hotel Management, I am writing regarding a very frustrating incident involving your valet service following my stay at your hotel on Friday night. This morning, the valet retrieved my vehicle, but the key was never returned to me. I drove from Chicago to South Bend and only discovered the problem ..."

Reviewed on 20 Sept 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,583 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 holiday package cost?
Chart your own course with our St. Bens holiday packages, which start from just . 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 holiday 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 holiday?
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 organising 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 holiday package?
With a holiday 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 holiday package?
If your holiday 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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

฿886
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

฿3,575
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
Art Institute of Chicago

Art Institute of Chicago

฿1,312
per adult
92% of travellers recommend
Art Institute of 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.