South Loop Vacations from ₩5,980,837

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  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest South Loop Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was ₩6,234,612, price is now ₩5,980,837 per person
₩5,980,837
per person
May 5 - May 11
found 16 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9/10 Wonderful! (2,851 reviews)
Very nice room. Staff were great.

Reviewed on Mar 11, 2026

Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
Price was ₩6,774,070, price is now ₩6,329,434 per person
₩6,329,434
per person
May 5 - May 11
found 16 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.8/10 Excellent! (1,289 reviews)
Nice clean big rooms and the staff was great!

Reviewed on Mar 9, 2026

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was ₩6,802,561, price is now ₩6,480,660 per person
₩6,480,660
per person
May 5 - May 11
found 16 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.4/10 Very Good! (2,220 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport

Reviewed on Mar 10, 2026

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3 out of 5
Price was ₩6,310,276, price is now ₩6,026,001 per person
₩6,026,001
per person
May 5 - May 11
found 16 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
8.8/10 Excellent! (1,752 reviews)
No airport shuttle exists. You need to update your Expedia entry. However it was a very quick and reasonable uber ride. The room was great

Reviewed on Mar 10, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was ₩6,295,974, price is now ₩6,028,126 per person
₩6,028,126
per person
May 5 - May 11
found 16 hours ago
Roundtrip non-stop flight included
Seoul (ICN) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
We missed our flight connection due to an airline delay and the staff allowed us to check in early and provided a couple toothbrushes and toothpaste because our luggage was not available. Very friendly staff and the room was clean.

Reviewed on Mar 9, 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

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

South Loop 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
The price is ₩174,829 per night from Mar 24 to Mar 25
₩174,829
₩205,235 total
Mar 24 - Mar 25
includes taxes & fees
8/10 Very Good! (9,944 reviews)
I didn’t have any hot water for the first 36 hours or so. There is no WiFi. The TV has around 15 channels but no remote. Neither of the restaurants were open during my 3 day stay. Beds are super hard.

Reviewed on Mar 11, 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 ₩191,146 per night from Apr 1 to Apr 2
₩191,146
₩267,415 total
Apr 1 - Apr 2
includes taxes & fees
8.6/10 Excellent! (2,670 reviews)
my stay was excellent, the staff and our room where fantastic.

Reviewed on Mar 9, 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 ₩180,400 per night from Mar 25 to Mar 26
₩180,400
₩211,771 total
Mar 25 - Mar 26
includes taxes & fees
8.8/10 Excellent! (1,896 reviews)
Nice

Reviewed on Mar 11, 2026

Hilton Garden Inn Chicago Downtown South Loop
See all 4,710 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 ₩5,980,837, 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

4.5/5(4,870 reviews)

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

4.5/5(7,198 reviews)

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

4.5/5(3,318 reviews)

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.