Sheffield and DePaul Vacations from $142

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Your Sheffield and DePaul Vacation

Organizing your next exciting getaway just got a whole lot easier with a vacation package to Sheffield and DePaul. Experience all this neighborhood has to offer while creating incredible memories you'll remember for years. When it's time to explore the sights, you'll find plenty of popular attractions nearby including Wrigley Field, John Hancock Center and Lincoln Park Zoo. Visit one, two (or even all!) during your trip to Sheffield and DePaul. No matter your travel goals or budget, booking a perfect Sheffield and DePaul vacation is quick and easy with Expedia.

The Latest Sheffield and DePaul Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $278, price is now $142 per person
$142
per person
Jan 30 - Feb 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (317 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on Oct 28, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $719, price is now $364 per person
$364
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,264 reviews)
Clean, quiet and comfortable room, courteous staff. We received a $25k food credit through Expedia and got exceptional pastries and coffee at the adjacent cafe.

Reviewed on Nov 22, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,292, price is now $680 per person
$680
per person
Dec 27 - Jan 2
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on Nov 25, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $564, price is now $307 per person
$307
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (2,241 reviews)
Staff, amenities, cleanliness, and location. Makes this hotel a good stay for your next vacation everything was wonderful. Thank you will stay again.

Reviewed on Nov 24, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $398, price is now $222 per person
$222
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.4/10 Exceptional! (1,862 reviews)
Superb in all respects. Will stay again for sure.

Reviewed on Nov 20, 2025

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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

5 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.

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Sheffield and DePaul Hotel Deals

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
8.4/10 Very Good! (2,092 reviews)
Helping efficient staff.

Reviewed on Nov 24, 2025

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Palmer House a Hilton Hotel
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
8.4/10 Very Good! (5,291 reviews)
All above.

Reviewed on Nov 24, 2025

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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
8.8/10 Excellent! (3,370 reviews)
The staff were friendly and helpful. I didn’t see their pool was under maintenance so really wished I had known that as I would have booked a different hotel but the room was great and quiet. Easy to walk to many activities and ride bus to others.

Reviewed on Nov 25, 2025

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Hilton Chicago/Magnificent Mile Suites
See all 4,713 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.
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All Inclusive Vacations
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Discover the most popular places to visit in Sheffield and DePaul

A 10x optical zoom view looking south of the Chicago skyline as seen from the 48th floor rooftop patio of the New York condo building in Lakeview. The New York was open for occupancy in 1987 and has a total of 594 residential units.

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.

Lincoln Hall

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 acclaimed theater scene.

Apollo Theater Chicago

Kingston Mines

You can enjoy a show at Kingston Mines during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

Kingston Mines

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

$44
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$45
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.