Sheffield and DePaul Vacations from ￥557,206
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 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
The Latest Sheffield and DePaul Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
￥557,206
per person
Nov 23 - Nov 30
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (2,527 reviews)
Clean rooms, excellent service from staff and excellent location, nearby to main attractions.
Reviewed on Sep 9, 2026
Homewood Suites by Hilton Chicago-Downtown
Downtown Chicago
￥576,382
per person
Nov 23 - Nov 30
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.8/10 Excellent! (1,284 reviews)
Clean, comfortable room. Nice staff. Reasonable included breakfast. Very convenient location for entertainment.
Reviewed on Sep 9, 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Downtown Chicago
￥559,566
per person
Nov 23 - Nov 30
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,007 reviews)
Slightly old and tired looking hotel. Sofa bed was extremely uncomfortable and it took 3 requests to get additional bedding. Suite much smaller than you would think from the pictures and poorly laid out. Outside patio was nice. No bar: just a few overpriced taps with low quality beers.
Reviewed on Sep 8, 2026
Where to stay in Sheffield and DePaul
Find the best Sheffield and DePaul areas and neighborhoods for the activities you enjoy most. Learn more about Sheffield and DePaul
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.
Sheffield and DePaul Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
￥23,257
￥27,651 total
Sep 10 - Sep 11
includes taxes & fees
8/10 Very Good! (10,340 reviews)
"Muy buena ubicacion excelente servicios"
Reviewed on Sep 9, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
￥23,361
￥27,773 total
Sep 30 - Oct 1
includes taxes & fees
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (891 reviews)
"Great spot!"
Reviewed on Sep 7, 2026
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 Sheffield and DePaul vacation package cost?
From as low as ￥557,206. Yes, you read that right. Our Sheffield and DePaul vacation packages are the quickest way to make your budget go further. Combine your favorite hotels, flights and rental car and explore this destination your way.
How do I get a cheap travel package to Sheffield and DePaul?
If you love getting an amazing deal, bundle your bookings into a Sheffield and DePaul vacation package. Whether you're chasing flights, hotels, rental cars or tours, you can browse and book everything in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 partner airlines and 1,000,000 properties around the globe to choose from. Fly with who you want, stay where you like and save precious dollars — now that's the perfect vacation!
Where should I stay in Sheffield and DePaul?
Take the leg work out of sightseeing by staying in a hotel within walking distance of Sheffield and DePaul's terrific attractions. Wrigley Field and Lincoln Park Zoo are two of the best in this neighborhood.
What are the top hotels in Sheffield and DePaul?
When it comes to comfy and convenient places to stay in Sheffield and DePaul, you can't go past Villa D' Citta. Be sure to browse its deals and pick up a bargain.
How far in advance should I book my Sheffield and DePaul vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, great deals to Sheffield and DePaul occasionally appear a few weeks before departure.
What does an Expedia Sheffield and DePaul travel package include?
Packages include flights, hotels and rental cars, but you can combine any of them to create your ideal Sheffield and DePaul getaway. You can also add on a few activities and tours once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Sheffield and DePaul travel package?
A package can be easier on the credit card than separately booking all you need for your adventure. For example, bundle your hotels, flights and rental cars and land a great deal. No matter your vacation goals, you're sure to find a package that matches your budget.
Can I choose my airline with a Sheffield and DePaul Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines throughout the world, so you can customize your Sheffield and DePaul escape according to your style and budget.
If I'm not able to travel, can I cancel my Sheffield and DePaul vacation package?
You can. We get that things don't always go to plan, so we're here to help if you have to make changes to your Sheffield and DePaul vacation package. It may be possible to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
Stay near popular Sheffield and DePaul attractions
Lincoln Hall
You can enjoy a show at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Kingston Mines
You can enjoy a show at Kingston Mines during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Victory Gardens Theater
You can get tickets for a performance at Victory Gardens Theater during your stay in Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.
Apollo Theater Chicago
You can get tickets for a performance at Apollo Theater Chicago during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Blues on Halstead
You can make plans for a show at Blues on Halstead during your trip to Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.
DePaul Art Museum
You can spend an afternoon studying the exhibits at DePaul Art Museum in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
McGrath-Phillips Arena
Catch an event at McGrath-Phillips Arena during your trip to Chicago. Check out the shops and top-notch restaurants in this vibrant area.
Jonquil Park
You can take time to visit Jonquil Park during your travels to Chicago. Stroll along the lakeside in this vibrant area, or check out its lively bars.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,453
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
￥6,484
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.