Far Southeast Side Vacation Packages 2025/2026 from $1,144

Far Southeast Side flight + hotel vacation packages

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

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. Enjoy the free buffet breakfast each morning.

Hotel Riu Plaza Chicago

Downtown Chicago

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

The Langham, Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 26 - Nov 2

found 16 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 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 lobby fireplace, a communal living room, and express check-out are also on offer.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Top Far Southeast Side hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$184 total

Sep 1 - Sep 2

Total includes 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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$189 total

Aug 24 - Aug 25

Total includes 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

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$198 nightly

$229 total

Sep 3 - Sep 4

Total includes 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

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Aug 24 - Aug 25

Total includes 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 Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$179 total

Aug 25 - Aug 26

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge services are also on offer.

Pool

Pet friendly

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$136 total

Aug 26 - Aug 27

Total includes taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

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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.

South Shore Hospital

Though South Shore Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.

Frequently asked questions

How much are vacation packages to Far Southeast Side?

You can land an amazing flight and hotel bundle for an affordable $1,144. 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.