South Loop Vacations from ₩2,846,442

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The Latest South Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was ₩3,855,300, price is now ₩2,846,442 per person
₩2,846,442
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.4/10 Very Good! (1,700 reviews)
My stay at The Wade overall was pretty good. I booked here because it has a pool, and I thought I would have a nice view (city view). The view wasn’t available, I was on the 27th floor and only had a view of the roof of other buildings, and other apartments. I kept the window covered for the most part. The pool was unkept in my opinion, I didn’t feel comfortable with the dirt ring on the white tile that surrounded the pool, and the water looked and felt pretty grimy, I felt it needed to be serviced. Though my main attractions to this location were not fulfilled it was very quiet on my floor, the cleaning crew were very polite and generous, and the valet was very friendly and always gave me great service despite it being very busy over the course of my stay.

Reviewed on Mar 2, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₩4,703,203, price is now ₩3,144,396 per person
₩3,144,396
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.4/10 Exceptional! (3,422 reviews)
Wonderful staff and breakfast

Reviewed on Mar 4, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ₩5,425,014, price is now ₩4,013,439 per person
₩4,013,439
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Above the beyond. My back went out. Had wheelchair Asap took me uop and helprd mre get into bed.

Reviewed on Mar 3, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ₩4,044,112, price is now ₩3,062,777 per person
₩3,062,777
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on Feb 22, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was ₩3,705,106, price is now ₩2,848,840 per person
₩2,848,840
per person
May 14 - May 19
found 1 day ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.2/10 Very Good! (2,573 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on Mar 4, 2026

Where to stay in South Loop

Find the best South Loop areas and neighborhoods for the activities you enjoy most. Learn more about South Loop
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

South Loop Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is ₩238,053 per night from Mar 21 to Mar 22
₩238,053
₩279,449 total
Mar 21 - Mar 22
includes taxes & fees
8/10 Very Good! (9,914 reviews)
Very pleased with our room; very clean, obviously "moderned" up a little for an old hotel. Main lobby beaytufu

Reviewed on Mar 4, 2026

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩192,659 per night from Apr 1 to Apr 2
₩192,659
₩269,531 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (2,661 reviews)
Room is a little tired but the hotel itself is in a great location, amazing gym, breakfast was good, Irish Bar was great and the coffee shop had an amazing selection

Reviewed on Mar 4, 2026

Hilton Chicago
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩174,483 per night from Mar 18 to Mar 19
₩174,483
₩204,825 total
Mar 18 - Mar 19
includes taxes & fees
8.8/10 Excellent! (1,877 reviews)
Great hotel, especially because of the friendly, helpful staff. The facilities are well maintained - clean room, good workout facility, well maintained common areas. Trader Joes is around the corner and a variety of restaurants are within walking distance. Walking distance to the Chicago Art Institute, ...

Reviewed on Mar 4, 2026

Hilton Garden Inn Chicago Downtown South Loop
See all 4,775 properties in South Loop
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 South Loop vacation package cost?
Starting from a low ₩2,846,442, a vacation package is your passport to low-cost travel. Custom make your South Loop escape by selecting from our extensive range of hotels, flights and rental cars.
How do I get a cheap travel package to South Loop?
Creating your own South Loop vacation package with Expedia is a simple way to save. We have more than 550 airlines and 1,000,000 properties spread across the globe. With such a wonderful range to pick from, you'll have no trouble creating your next dream getaway.
Where should I stay in South Loop?
Make sightseeing a breeze by staying someplace close to South Loop's iconic attractions. McCormick Place and Millennium Park are two of the best in the area.
What are the top hotels in South Loop?
Sonder South Wabash and Hotel BnB are a couple of the most sought-after properties in South Loop. Why not take a look at the rates and facilities at each and then decide?
How far in advance should I book my South Loop vacation?
It can be tricky to know when the best time is to book your trip to South Loop. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months before departure. If you're hoping for a last-minute getaway, no need to worry! There are fantastic deals posted on Expedia all the time.
What does an Expedia South Loop travel package include?
That depends on what type of getaway you're thinking about. South Loop vacation deals can include hotels, car rentals and flights. You can mix and match to create the package that fits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a South Loop travel package?
So many places to wander around, so many things to see and do. With a package, you can check more of them off your list. Combine your hotels, flights and rental cars and see how much you save.
Can I choose my airline with a South Loop Expedia vacation package?
You sure can. Expedia has access to more than 550 partner airlines worldwide, so choose the carrier that's a good fit for your needs.
If I'm not able to travel, can I cancel my South Loop vacation package?
Yes, you can cancel your South Loop booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in South Loop

Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Beautiful autumn colors surround modern architecture in Millennium Park, Chicago during a sunny day

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.