South Suburbs Vacation Packages 2026/2026 from $265

South Suburbs flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Wind Creek Southland Casino and Hotel

East Hazel Crest

Save 100% on your flight

$265

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Miami (MIA) to Chicago (MDW)

This resort features a casino, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Art Villa

West Town

$562

per person

Feb 5 - Feb 11

found 1 day ago

Roundtrip flight included

Miami (MIA) to Chicago (ORD)

A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$299

per person

Feb 18 - Feb 23

found 8 hours ago

Roundtrip flight included

Mesa (AZA) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Limo/town car service, WiFi in public areas, and express check-out are also on offer.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$506

per person

Feb 18 - Feb 23

found 8 hours ago

Roundtrip flight included

Mesa (AZA) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$765

per person

Feb 18 - Feb 23

found 8 hours ago

Roundtrip flight included

Mesa (AZA) 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.

Top South Suburbs hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$108 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

Pool

Breakfast included

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$98 total

Dec 7 - Dec 8

Total with taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$132 nightly

$150 total

Dec 28 - Dec 29

Total with taxes and fees

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 limo/town car service.

Pool

Spa

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$122 total

Dec 6 - Dec 7

Total with taxes and fees

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.

Free WiFi

Restaurant

Club Quarters Hotel Wacker at Michigan, Chicago

75 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$108 total

Dec 7 - Dec 8

Total with taxes and fees

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. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

citizenM Chicago Downtown

80 East Wacker Place Chicago IL

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$126 total

Dec 24 - Dec 25

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, a communal living room, and express check-in are also on offer.

Free WiFi

Restaurant

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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

Credit Union 1 Amphitheatre

You can enjoy a show at Credit Union 1 Amphitheatre during your stay in Tinley Park. Experience the great live music and acclaimed theater scene in this family-friendly area.

Tinley Park Convention Center

4/5(30 reviews)

Learn about the events happening at Tinley Park Convention Center during your trip to Tinley Park. Experience the acclaimed theater scene and great live music in this family-friendly area.

Gaelic Park

3/5(2 reviews)

Learn about the events happening at Gaelic Park during your trip to Oak Forest. Experience the area's great live music or attend a sporting event.

Frequently asked questions

How much are vacation packages to South Suburbs?

Travelocity has great package deals to South Suburbs, including hotels and flights, starting from an impressive $265. With all that extra money, you could book some interesting tours or perhaps even add on some extra days to your getaway.

Where can I get the best vacation package deals for South Suburbs?

For an affordable package deal to South Suburbs, head straight to Travelocity. Take your pick of 400 partner airlines and 1,000,000 properties worldwide to create your dream trip — it couldn't be easier than that.

Why should I book my South Suburbs vacation package with Travelocity?

From exciting destinations to thrilling experiences, we have everything you need to appease your wanderlust. Our friendly 24/7 customer support will also make sure you're being well taken care of during your vacation. And don't fret if you notice a cheaper price on your reservation, we'll match it. That's our Price Match Guarantee.

Will I save money on my South Suburbs car rental if I bundle it with a hotel or flight?

Absolutely. And our South Suburbs vacation packages are the ideal way to do it. With only a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Searching for things to do? Add some tours or experiences to your package and make savings on those too.

Which airport is best for South Suburbs?

O'Hare Intl. Airport (ORD) is often the first choice for many travelers to South Suburbs. But depending on your schedule, Midway Intl. Airport (MDW) or Lewis University Airport (LOT) could suit you better.

What is there to do in South Suburbs?

You'll be happy to know South Suburbs is full to the brim with terrific photo opportunities, however Hollywood Casino Amphitheatre and Odyssey Fun World are two favorites.