South Loop Vacation Packages

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Flight and hotel packages to South Loop

Price found within the past 48 hours. Click for updated prices.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 4 - Jun 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 4 - Jun 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 4 - Jun 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and express check-out are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 4 - Jun 7
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 19 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Top South Loop hotel deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $175 per night
$175
per night
May 5 - May 6
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $126 per night
$126
per night
May 28 - May 29
This hotel features a restaurant, a coffee shop, and free WiFi in public areas. A 24-hour business center, express check-out, and dry cleaning are also on offer.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
1100 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $98 per night
$98
per night
May 28 - May 29
A restaurant, valet parking, and a 24-hour front desk are among this hotel's amenities. WiFi in public areas is free. A computer station, dry cleaning, and luggage storage are also on offer.
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $163 per night
$163
per night
May 27 - May 28
This historic hotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $155 per night
$155
per night
May 28 - May 29
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the free buffet breakfast each morning.
Sentral Michigan Avenue

Sentral Michigan Avenue

4 out of 5
808 SOUTH MICHIGAN AVENUE, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
$169
per night
May 27 - May 28
This aparthotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A garden, express check-in, and express check-out are also on offer.
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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.

Popular places to visit in South Loop

Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

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

4.5/5(1,256 reviews)

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

4.5/5(1,675 reviews)

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

Frequently asked questions

How much are vacation packages to South Loop?
Treat yourself to an unforgettable travel experience in South Loop with a vacation package starting from as low as $362. Organizing your tours, hotels and flights with Travelocity is so easy. And even better, our great deals will leave you with more savings in your pocket for fun times.
Where can I get the best vacation package deals for South Loop?
There are excellent South Loop package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep that in mind the next time you’re ready to cross another place off your travel bucket list.
Why should I book my South Loop vacation bundle via Travelocity?
Because you’ll never wander on your own if you lock in your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and a massive range of experiences to select from. We’re here to help you have the vacation of a lifetime.
Can I save money on my South Loop car rental if I bundle it with hotels and flights?
You certainly can — and if you also add a tour to your South Loop vacation package, you’ll make even more savings. With an affordable package from Travelocity, you can find things to do in the area that interest you. Then, jump in your rental car and work your way through the list. Six Flags Great America is one much-loved sight to put on your itinerary. You’ll find it 40 mi from South Loop.
What is the best time of year to go to South Loop?
You can avoid the tourist crowds and save money in January, October and December, which are the quietest times to visit. The peak season months of May, June and July can be hectic and more expensive, but there’s likely to be more happening around South Loop. Reserve a hotel in and you’ll get the best value for your dollar. Room rates tend to be dearer in .
What is there to do in South Loop?
As you’re strolling through South Loop, remember to stop by Soldier Field and Field Museum of Natural History. It’s hard to get bored here!