Near South Side Vacation Packages

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Flight and hotel packages to Near South Side

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 29 - Jul 2
Roundtrip flight included
Minneapolis (MSP) 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 and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-in are also provided.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
May 24 - May 27
Roundtrip flight included
Newark (EWR) 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.
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 10 - Jun 13
Roundtrip flight included
Minneapolis (MSP) to Chicago (ORD)
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.
The Buckingham Hotel

The Buckingham Hotel

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 8 - Jun 11
Roundtrip flight included
New York (NYC) to Chicago (ORD)
This hotel features a gym and a steam room. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
May 24 - May 27
Roundtrip flight included
Newark (EWR) 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.
Prices and availability subject to change. Additional terms may apply.

Top Near South Side 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 $127 per night
$127
per night
Apr 29 - Apr 30
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.
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Apr 28 - Apr 29
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $160 per night
$160
per night
Apr 28 - Apr 29
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $82 per night
$82
per night
Apr 29 - Apr 30
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a lobby fireplace, and a communal living room are also offered.
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $129 per night
$129
per night
Apr 28 - Apr 29
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
The price is $102 per night
$102
per night
Apr 28 - Apr 29
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli are also offered.
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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 Near South Side

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 Near South Side?
With vacation packages on offer from as low as $350, it’s not necessary to blow out the credit card for your getaway to Near South Side. Travelocity can help. Bundle your experiences, hotels and flights into a package and receive some fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Near South Side?
You’ll come across an excellent range of Near South Side package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, crafting your ultimate escape will be simple.
Why should I purchase my Near South Side vacation package with Travelocity?
Nothing tops the feeling of knowing you’ve just picked up the best price available — that’s our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you’ve got the blueprint for a hassle-free vacation.
Can I save on my Near South Side car rental if I book it with hotels and flights?
You sure can — and booking one of our Near South Side vacation packages is the best way to go about this. Bundle any combination of a hotel, flight, car and tour and score great discounts. The more you book, the more you save. There are loads of exciting sights in Near South Side to stick on your itinerary, including Six Flags Great America (40 mi from Near South Side). Nothing beats exploring thrilling places like this with the freedom of your own rental car.
What is the best time of year to go to Near South Side?
Visit in March, May and July to experience this place at its most exciting. While they’re no doubt the busiest months, the atmosphere associated with the high season is hard to resist. If you’re looking for a more chilled pace, January, October and December will appeal to you more. Don’t want to spend a packet on your hotel? Hold off on booking in , when rates usually soar. Find someplace affordable in instead.
What is there to do in Near South Side?
Burnham Park is an excellent place to get started on your sightseeing adventures. Pack some comfy sneakers, because this neighborhood will keep you on the move.