Sheffield and DePaul Vacations from $319

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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.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 20
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (1,003 reviews)
Wasn’t as nice as I thought it would be. Very plain. Needs a lot of updating. It is clean though.

Reviewed on Jun 6, 2025

The Wade

The Wade

4.5 out of 5
Downtown Chicago
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,066 reviews)
Bathroom tile was loose and shower grout sisnr look to clean.

Reviewed on Jul 13, 2025

The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
per person
Aug 28 - Sep 2
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (126 reviews)
The views are great in this historic Inn. Layed back but still classy. Away from the crowds but great dining that adds some fun. Could use a few room convinces and amenities like a working coffee and micro.

Reviewed on Jun 29, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun 13, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,374 reviews)
The room was spacious, quiet and beautiful view of the river and city with easy walking to to the River Walk

Reviewed on Jul 13, 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

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.

Find hotels in Downtown Chicago

Sheffield and DePaul Hotel Deals

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Jul 27 to Jul 28
$210 total
Jul 27 - Jul 28
Total includes taxes and fees
7.8/10 Good! (8,941 reviews)
"Historical place to stay if in Chicago"

Reviewed on Jul 10, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
$231 nightly
The price is $266 total per night from Aug 10 to Aug 11
$266 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (2,031 reviews)
"Great location ! Small but nice room ."

Reviewed on Jul 13, 2025

InterContinental Chicago Magnificent Mile by IHG
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
$151 nightly
The price is $178 total per night from Aug 10 to Aug 11
$178 total
Aug 10 - Aug 11
Total includes taxes and fees
8.8/10 Excellent! (2,425 reviews)
"Great location and rooms are spacious and clean."

Reviewed on Jul 11, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,508 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 fascinating museums.

Lincoln Hall

Kingston Mines

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

Kingston Mines

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 fascinating museums.

Apollo Theater Chicago

Things to do

River tour boat in Chicago

Architecture River Tour

$49
per adult
94% of travellers recommend
Architecture River Tour
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 Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

$45
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
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.