Far Southeast Side Vacation Packages 2025/2026 from $273

Far Southeast Side flight + hotel vacation packages

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

Hyatt House Chicago West Loop

Downtown Chicago

Save 100% on your flight

$273

per person

Feb 4 - Feb 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

The Westin Michigan Avenue Chicago

Downtown Chicago

$516

per person

Dec 22 - Dec 26

found 1 day ago

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 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

Save 100% on your flight

$431

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$918

per person

Dec 28 - Jan 2

found 7 hours 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.

Holiday Inn Express Chicago - Magnificent Mile by IHG

Downtown Chicago

Save 100% on your flight

$308

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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

Top Far Southeast Side hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$102 total

Dec 10 - Dec 11

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

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$145 total

Dec 21 - Dec 22

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

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

citizenM Chicago Downtown

80 East Wacker Place Chicago IL

Free Cancellation

Reserve now, pay when you stay

$107 nightly

$126 total

Nov 25 - Nov 26

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

Warwick Allerton - Chicago

701 North Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$104 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.

Free WiFi

Air conditioning

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$115 total

Nov 24 - Nov 25

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

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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.

Advocate Trinity Hospital

Though Advocate Trinity 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 $273. 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.