Far Southeast Side Vacation Packages 2026 from $263

Far Southeast Side flight + hotel vacation packages

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

Bridgeview Inn Chicago Area

Save 100% on your flight

$263

per person

Mar 16 - Mar 21

found 16 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$534

per person

Mar 27 - Apr 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

La Banque Hotel

Save 100% on your flight

$354

per person

Apr 3 - Apr 6

found 15 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Save 100% on your flight

$273

per person

Feb 12 - Feb 15

found 22 hours ago

Roundtrip flight included

Houston (IAH) to Chicago (ORD)

This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

$1,124

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Top Far Southeast Side hotels deals

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$105 total

Jan 14 - Jan 15

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

Hilton Chicago

720 S Michigan Ave Chicago IL

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$192 total

Jan 14 - Jan 15

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.

Pool

Hot Tub

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$168 nightly

$192 total

Jan 14 - Jan 15

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

Club Quarters Hotel Wacker at Michigan, Chicago

75 E Wacker Dr Chicago IL

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$103 total

Jan 15 - Jan 16

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

900 E Grand Chicago IL

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$163 total

Jan 19 - Jan 20

Total with taxes and fees

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Free WiFi

Restaurant

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$110 total

Jan 19 - Jan 20

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

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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

Abbott Park

Abbott Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Harborside International Golf Center

Enjoy a round of golf in Chicago at Harborside International Golf Center. Stroll along the lakeside or attend a sporting event in this vibrant area.

William W. Powers State Recreation Area

You can take time to visit William W. Powers State Recreation Area during your travels to Chicago.

Frequently asked questions

How much are vacation packages to Far Southeast Side?

You can land an amazing flight and hotel bundle for an affordable $263. With one of our Travelocity vacation packages, a stay in Far Southeast Side has never looked so tempting! Save both time and cash and then get a start on packing those bags.

Where can I get the best vacation package deals for Far Southeast Side?

For an excellent Far Southeast Side package deal, nothing compares to Travelocity. Select from 400 partner airlines and 1,000,000 worldwide properties to create your ideal adventure — you're spoiled for choice!

Why should I book my Far Southeast Side vacation package with Travelocity?

From enticing destinations to thrilling experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer care will also ensure you're being taken care of during your vacation. And don't worry if you spot a cheaper price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save on my Far Southeast Side car rental if I bundle it with my hotel or flight?

You can with our Far Southeast Side vacation packages. With one of these, there are lots of ways to make your vacation budget go further. Bundle any two or more car, hotel, flight and tour bookings and see the savings start to pile up. With a rental car, all the key sights around Far Southeast Side are within your reach.

Which airport is best for Far Southeast Side?

That largely depends on where you depart and where you're going to — O'Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) or Lewis University Airport (LOT) are where you'll most likely come in to land.

What is there to do in Far Southeast Side?

Far Southeast Side is full to the brim with amazing things to see and do, however Calumet Park and Abbott Park are among the best of them.