South Loop Trips (flight + hotel)

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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

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Top hotels in South Loop

Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is P5,647 per night from 28 May to 29 May
P5,647
per night
28 May - 29 May
7.8/10 Good! (2,540 reviews)
"Nice hotel. Small rooms but very nice. Staff was nice. Eight minute drive to the convention center which was nice. Easy drive to get to the hotel. Parking each night thru the hotel is an ADDITIONAL $50. Or that’s just normal for hotels in Chicago ? Got a $70 ticket during my time checking in to the ..."

Reviewed on Apr 30, 2024

Best Western Grant Park Hotel
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 P6,943 per night from 2 May to 3 May
P6,943
per night
2 May - 3 May
7.6/10 Good! (6,617 reviews)
"Very nice place to stay. Parking was off site but not hard to find a spot that wasn’t over priced. Very friendly staff in bar. Rooms were updated."

Reviewed on Apr 29, 2024

Congress Plaza Hotel
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 P7,268 per night from 2 May to 3 May
P7,268
per night
2 May - 3 May
6.2/10 (1,634 reviews)
Grunion run
"Horrible view but was satisfied with room and sleep"

Reviewed on Apr 24, 2024

Travelodge by Wyndham Downtown Chicago
See all 4,085 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 , 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.

Popular places to visit

Image for McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Soldier Field

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Image for Shedd Aquarium

Shedd Aquarium

Make time in your itinerary to visit the sea life you'll find at Shedd Aquarium during your visit to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

Shedd Aquarium

Things to do

Image for Chicago C3® by CityPASS®

Chicago C3® by CityPASS®

P5,643
Per adult
78% of travellers recommend
Chicago C3® by CityPASS®
Image for Field Museum of Natural History All-Access Pass

Field Museum of Natural History All-Access Pass

P2,268
Per adult
Field Museum of Natural History All-Access Pass
Image for Chicago's Dark Side Smartphone (GPS/APP) Audio / Self Guided Walking Tour

Chicago's Dark Side Smartphone (GPS/APP) Audio / Self Guided Walking Tour

P385
Per adult
100% of travellers recommend
Chicago's Dark Side Smartphone (GPS/APP) Audio / Self Guided Walking Tour
See all activities in Chicago

More trip options

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