South Loop Trip

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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
Price was ₹52,187, price is now ₹36,711 per person
₹36,711
per person
24 Dec - 27 Dec
found 24 hours ago
Return direct flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
The lounge/restaurant had very good food at reasonable prices. Our room was very clean as were the common areas. Staff were friendly and helpful.

Reviewed on 3 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ₹62,051, price is now ₹42,113 per person
₹42,113
per person
24 Dec - 27 Dec
found 24 hours ago
Return direct flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Excellent location, great restaurants nearby. Nice, spacious rooms.

Reviewed on 3 Oct 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ₹56,505, price is now ₹38,495 per person
₹38,495
per person
24 Dec - 27 Dec
found 24 hours ago
Return direct flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Great friendly service. Great location! Great Breakfast.

Reviewed on 3 Oct 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was ₹49,557, price is now ₹36,727 per person
₹36,727
per person
24 Dec - 27 Dec
found 24 hours ago
Return direct flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
The room was clean and comfortable and the restaurant was good.

Reviewed on 1 Oct 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ₹53,207, price is now ₹39,616 per person
₹39,616
per person
24 Dec - 27 Dec
found 24 hours ago
Return direct flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Beautiful hotel in great walkable area. There were major renovations going on while we were there so our actual floor was a bit messy/busy, although the common areas remained lovely. Would stay again for the good location. All staff very nice.

Reviewed on 29 Sept 2025

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 featuring 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

Top hotels in South Loop

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 ₹11,315 per night from 2 Nov to 3 Nov
₹11,315
₹13,283 total
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (9,384 reviews)
"This is a beautiful historic Chicago downtown hotel across the street from Grant Park. However, some of the rooms and hallways are in need of updating."

Reviewed on 1 Oct 2025

Congress Plaza Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
The price is ₹16,313 per night from 23 Oct to 24 Oct
₹16,313
₹21,753 total
23 Oct - 24 Oct
includes taxes & fees
8.4/10 Very Good! (2,228 reviews)
"Awesome"

Reviewed on 30 Sept 2025

Hilton Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ₹10,037 per night from 4 Nov to 5 Nov
₹10,037
₹11,783 total
4 Nov - 5 Nov
includes taxes & fees
7.2/10 Good! (2,361 reviews)
"Nice place"

Reviewed on 1 Oct 2025

Travelodge by Wyndham Downtown Chicago
See all 4,547 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 holiday package cost?
Starting from a low ₹36,711, a holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday 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.

Popular places to visit

Ping Tom Memorial Park

Ping Tom Memorial Park

After visiting Ping Tom Memorial Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Ping Tom Memorial Park
Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

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