Far Southeast Side Vacation Packages 2025/2026 from $258

Far Southeast Side flight + hotel vacation packages

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

Hampton Inn & Suites Chicago Medical District UIC

Near West Side

Save 100% on your flight

$258

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

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

The Westin Michigan Avenue Chicago

Downtown Chicago

$638

per person

Dec 23 - Dec 28

found 17 hours 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.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$633

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

The Emily Hotel

Downtown Chicago

Save 100% on your flight

$712

per person

Dec 13 - Dec 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Level Chicago - River North

Downtown Chicago

Save 100% on your flight

$894

per person

Nov 25 - Dec 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services 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

$145 nightly

$170 total

Nov 2 - Nov 3

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.

Freehand Chicago

19 East Ohio Street, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$106 nightly

$125 total

Nov 4 - Nov 5

Total with 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.

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

$169 nightly

$199 total

Nov 5 - Nov 6

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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$170 total

Nov 3 - Nov 4

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.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10 E Grand Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$179 nightly

$210 total

Oct 19 - Oct 20

Total with 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.

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

$301 nightly

$348 total

Oct 30 - Oct 31

Total with taxes and fees

This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

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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 $258. 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.