Far Southeast Side Vacations from $295
Book a Hotel + Flight or Car together to unlock savings
The Latest Far Southeast Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Staybridge Suites, Lincolnshire by IHG
Half Day
Save 100% on your flight
Price was $475, price is now $295 per person
$295
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
In a great neighborhood. Quiet, clean. Excellent room layout. Free laundry was very nice to have. Nice breakfast.
Reviewed on Aug 14, 2025
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Downtown Chicago
Save 100% on your flight
Price was $1,189, price is now $658 per person
$658
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (1,005 reviews)
The room was great The staff was very friendly free coffee in the morning was nice
Reviewed on Aug 14, 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,248, price is now $718 per person
$718
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (1,991 reviews)
Terrible mattresses, old and crunchy or something; bad lumpy pillows. No coffee or water in the room. If you want free coffee, you gotta track to the lobby during coffee hours and pay a "resort" fee for the experience.
Reviewed on Aug 17, 2025
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Save 100% on your flight
Price was $1,093, price is now $630 per person
$630
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,617 reviews)
Would definitely book a stay again.
Reviewed on Aug 16, 2025
Don't see what you're looking for?
See all available trips from Columbus to Far Southeast Side
View all tripsWhere to stay in Far Southeast Side
Find the best Far Southeast Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southeast Side
South Deering
1 out of top 10 points of interest in this area
Travelers enjoy South Deering for its churches and lake views. Consider checking out Harborside International Golf Center while you're in the area.
Discover the most popular places to visit in Far Southeast Side
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
4.5/5(332 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
4.5/5(4,870 reviews)
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Far Southeast Side
Chicago By Night River & Lake Cruise
$45
per adult
96% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Far Southeast Side Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$143 nightly
The price is $168 total per night from Aug 24 to Aug 25
$168 total
Aug 24 - Aug 25
Total includes taxes and fees
7.8/10 Good! (8,965 reviews)
"Its location is the main reason why I chose to stay. The room has been updated; it is roomy and clean. Staffs are very friendly and helpful."
Reviewed on Aug 17, 2025
The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total includes taxes and fees
8.2/10 Very Good! (1,194 reviews)
"Staff was kind and friendly."
Reviewed on Aug 17, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$161 nightly
The price is $189 total per night from Sep 3 to Sep 4
$189 total
Sep 3 - Sep 4
Total includes taxes and fees
8.4/10 Very Good! (4,729 reviews)
"The hotel was wonderfully nestled downtown and an easy walk to sites and restaurants."
Reviewed on Aug 18, 2025
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.
More vacations you might like
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Chicago Hotels
- Hotels near Downtown Chicago
- Hotels near South Deering
- Hotels near Harborside International Golf Center
- Hotels near Pullman
- Hotels near A. Philip Randolph Pullman Porter Museum
- 5 Star Hotels in Pullman
- Hyatt Hotels in Pullman
- 4 Star Hotels in Pullman
- B&B in North Pullman
- Hotels near Chicago 107th Street Station
- Motels in Chicago 107th Street Station
- Hotels near Chicago 103rd Street Station
- Motels in Chicago 103rd Street Station
- Hotels near Jeffrey Manor
- 3 Star Hotels in Jeffrey Manor
- Hotels near Chicago 111th Street Station
- Hotels near Merrionette Manor
- Hotels near Chicago Kensington-115th Street Station
- Vacation Homes in Chicago Kensington-115th Street Station
- Hotels near Bronzeville Children's Museum
- Hotels near Chicago 95th Street Station
- Hotels near Burnside
- Hotels near Calumet Heights
- 4 Star Hotels in Calumet Heights
- 3 Star Hotels in Calumet Heights
- Hotels near Irondale
- Hotels near Roseland
- 5 Star Hotels in Roseland
- 3 Star Hotels in Roseland
- Hotels near East Side
- La Quinta Inn & Suites Hotels in East Side
- Hotels near Chicago 91st Street Station
- Hotels near Chicago 93rd Street Station
- Hotels near Abbott Park
- Hotels near Calumet Park State Street Station
- Hotels near Dauphin Park
- Hotels near 95th-Dan Ryan Station
- Motels in 95th-Dan Ryan Station
- Hotels near Chicago 87th Street Station
- Hotels near Gano
- Hotels near Calumet Park
- Hotels near West Pullman
- 5 Star Hotels in West Pullman
- Hotels near Calumet Park Stewart Ridge Station
- Hotels near Princeton Park
- Hotels near Chicago 87th Street Station
- Hotels near Altgeld Gardens
- 3 Star Hotels in Altgeld Gardens
- Hotels near Avalon Park
- 5 Star Hotels in Avalon Park
- Hyatt Hotels in Avalon Park
- Hotels near South Chicago
- 4 Star Hotels in South Chicago
- Hotels near Chatham
- 5 Star Hotels in Chatham
- 4 Star Hotels in Chatham
- Hotels near Chicago 83rd Street Station
- Visit South Deering
- A. Philip Randolph Pullman Porter Museum
- Visit Pullman
- Bronzeville Children's Museum
- Visit Jeffrey Manor
- Visit Merrionette Manor
- Visit Burnside
- Visit Calumet Heights
- Visit Irondale
- Visit Roseland
- Visit East Side
- Visit Dauphin Park
- Visit Gano
- Visit West Pullman
- Visit Princeton Park
- Visit Altgeld Gardens
- Visit Avalon Park
- Visit South Chicago
- Visit Chatham
- Visit Cookes Subdivision
- Car rentals near Chicago
- Car rentals near Harborside International Golf Center
- Car rentals near Pullman
- Car rentals near Jeffrey Manor
- Car rentals near Irondale
- Car rentals near Roseland
- Luxury Car Rentals in Roseland
- Pickup Car Rentals near Roseland Community Hospital
- Car rentals near East Side
- Enterprise Rental Cars in East Side
- Car rentals near Dauphin Park
- Car rentals near Gano
- Car rentals near Calumet Park
- Car rentals near West Pullman
- Car rentals near Avalon Park
- Car rentals near South Chicago
- Goldcar rental Rental Cars in South Chicago
- Budget Rental Cars in South Chicago
- Car rentals near Chatham
- Car rentals near Cookes Subdivision
- Car rentals near Garden Homes
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.