Sheffield and DePaul Vacations from ￥89,336

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 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

The Latest Sheffield and DePaul Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was ￥99,898, price is now ￥89,336 per person
￥89,336
per person
Dec 31 - Jan 2
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
19.2/10 Exceptional! (319 reviews)
My son stayed there while his baby was in Comer Hospital and said the hotel was beautiful, new, clean.

Reviewed on Nov 14, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥279,405, price is now ￥244,478 per person
￥244,478
per person
Jan 7 - Jan 11
found 15 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
18.8/10 Exceptional! (1,128 reviews)
Staff was our favorite part! Very very professional and friendly

Reviewed on Nov 14, 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥281,586, price is now ￥248,297 per person
￥248,297
per person
Jan 7 - Jan 11
found 15 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
17.6/10 Exceptional! (3,097 reviews)
TLDR: Small imperfections but great place to stay! Details below. Pros: -The hotel is centrally located right next to Magnificent Mile and the train station. -Staff were friendly, room was inviting with a really comfortable bed and the shower pressure was very nice especially after a cold day outside. Cons: (mostly in the bathroom) -We found mold and slight water damage above the shower head. And there wasn't a door for the shower so water flooded everywhere. -The room ceiling had a cool industrial aesthetic but we were concerned with the crack that ran through the ceiling. - The room curtains were separated into three different panels so we felt the gaps between the curtains did not give us complete privacy.

Reviewed on Nov 15, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥269,781, price is now ￥238,533 per person
￥238,533
per person
Jan 7 - Jan 11
found 15 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
18.8/10 Exceptional! (2,753 reviews)
Great rooms, service, breakfast, and rooftop bar. Looking forward to staying again in the future!

Reviewed on Nov 15, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥375,480, price is now ￥336,487 per person
￥336,487
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

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 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

Sheffield and DePaul 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
The price is ￥14,713 per night from Nov 25 to Nov 26
￥14,713
￥17,273 total
Nov 25 - Nov 26
includes taxes & fees
8.4/10 Very Good! (5,235 reviews)
Clean room; kind and courteous staff; excellent breakfast and happy hour included

Reviewed on Nov 10, 2025

Embassy Suites by Hilton Chicago Downtown River North
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 ￥15,081 per night from Dec 7 to Dec 8
￥15,081
￥17,704 total
Dec 7 - Dec 8
includes taxes & fees
8.8/10 Excellent! (3,290 reviews)
I loved that everything was in walking distance. It was very clean. The hospitality service was excellent! Very kind and friendly!

Reviewed on Nov 14, 2025

Hilton Chicago/Magnificent Mile Suites
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥17,602 per night from Nov 19 to Nov 20
￥17,602
￥20,664 total
Nov 19 - Nov 20
includes taxes & fees
9.2/10 Wonderful! (4,021 reviews)
Yes 10/10 definitely will be back soon

Reviewed on Nov 11, 2025

citizenM Chicago Downtown
See all 4,687 properties in Sheffield and DePaul
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 ￥89,336. 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.

Discover the most popular places to visit in Sheffield and DePaul

Blues on Halstead

You can make plans for a show at Blues on Halstead during your trip to Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Blues on Halstead

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.