Roseland Vacations from ₩593,308
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The Latest Roseland Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
₩593,308
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Chicago (ORD)
9/10 Wonderful! (3,523 reviews)
Had a great stay, if you wear makeup be sure to pack a cloth and clenser for your face, but over all they did a wonderful job, be warned if you do over night valet it make take 20+ minutes to get your car back after 8pm, even if calling ahead of time to pick up your car
Reviewed on Oct 25, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
₩611,938
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
The bar should open later on weekends, the irons in the room need a major upgrade, I had to wear wrinkled clothes for my outings.
Reviewed on Oct 25, 2026
Where to stay in Roseland
Find the best Roseland areas and neighborhoods for the activities you enjoy most. Learn more about Roseland
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.
Roseland Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
₩153,611
₩182,627 total
Nov 10 - Nov 11
includes taxes & fees
8/10 Very Good! (10,106 reviews)
"Our room wasn’t cleaned. Breakfast expensive and poorly cooked."
Reviewed on Oct 25, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
₩160,803
₩191,179 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very Good! (2,581 reviews)
"Clean room and great location for our trip"
Reviewed on Oct 25, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
₩153,478
₩182,472 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (5,567 reviews)
"I had a wonderful experience at the hotel. The staff was friendly, welcoming, and professional. Everything made my stay comfortable and enjoyable. Thank you for providing such excellent service. I would definitely recommend this hotel and look forward to staying here again!"
Reviewed on Oct 25, 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 Roseland vacation package cost?
Get set to book, because a getaway to Roseland starts from just ₩593,308. When you combine your hotels, flights and car rentals into a vacation package, you'll score the best deals.
How do I get a cheap travel package to Roseland?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into a Roseland vacation package and save. Score even more bargains when you include extras such as tours or experiences to your booking. But that's not the only impressive part. You have the freedom to put together your vacation your way. We offer more than 550 partner airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfill those vacation dreams.
Where should I stay in Roseland?
With lots to explore in Roseland, it makes sense to lock in a hotel close to its attractions. Harborside International Golf Center, Abbott Park and Bronzeville Childrens Museum are some top ones to add to your itinerary.
How far in advance should I book my Roseland vacation?
While not all air carriers advertise tickets early, you can usually look up international flights on Expedia up to a year in advance. This is the time when you can bag some fantastic deals. If you're purchasing tickets last minute, you might still get lucky. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Roseland travel package include?
That depends on what you're after. If you're traveling alone, you might decide to combine hotels and flights. Bringing the whole crew to Roseland? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom to tailor your travel package.
What should I know before booking a Roseland travel package?
Discover deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got them all. You'll save big dollars just for bundling your bookings. Whether you're going on a ski adventure or sunning yourself on a warm beach, your dream vacation is just clicks away.
Can I choose my airline with a Roseland Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 airline partners throughout the world, so you have options galore when arranging your Roseland escape.
If I'm not able to travel, can I cancel my Roseland vacation package?
Your situation can change suddenly, so yes, you can. You may be able to cancel or change your Roseland vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Want more information? Have a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
Stay near popular Roseland attractions
Abbott Park
Abbott Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Chicago State University
Walk around the campus at Chicago State University during your visit to Chicago. Amble around the area's parks or visit its shops.
Jones Convocation Center
Catch an event at Jones Convocation Center during your trip to Chicago. Amble around the area's parks or visit its shops.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.