Far Southwest Side Vacations from $207
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The Latest Far Southwest Side vacation packages
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $368, price is now $207 per person
$207
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.
Reviewed on Oct 16, 2025
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $470, price is now $233 per person
$233
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Very pleased with our stay. From the beginning to the end, the customer service was amazing. Room very clean and modern as well as the bathroom. You can definitely walk around and there are quite a few of dining options. Breakfast was amazing. Great quality for a free buffet. Will definitely return.
Reviewed on Oct 25, 2025
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $821, price is now $461 per person
$461
per person
Dec 31 - Jan 4
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Easy check-in, friendly staff, beautiful building with nice amenities.
Reviewed on Oct 27, 2025
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $587, price is now $332 per person
$332
per person
Jan 16 - Jan 23
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,273 reviews)
Staff was very friendly and always available to assist. There was a lack of variety for breakfast pastries but plenty of coffee and tea.
Reviewed on Oct 27, 2025
Don't see what you're looking for?
See all available trips from Columbus to Far Southwest Side
View all tripsWhere to stay in Far Southwest Side
Find the best Far Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southwest Side
Beverly
The restaurants and churches are just a few features travelers like about Beverly. If you want to do some sightseeing nearby, Martin Luther King Drive and Harborside International Golf Center are a few top places to visit.
Discover the most popular places to visit in Far Southwest Side
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
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
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Far Southwest Side
Skydeck - Willis Tower Admission
$44
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
84% of travellers recommend
Far Southwest Side Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $142 total per night from Nov 23 to Nov 24
$142 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (5,160 reviews)
Housekeeping staff was very friendly and helpful. Located in a perfect location and most things were within walking distance..
Reviewed on Oct 27, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Nov 24 to Nov 25
$136 total
Nov 24 - Nov 25
Total with taxes and fees
7.8/10 Good! (9,598 reviews)
King bed was slightly hard. Suite was nice. Overall an ok place to sleep.
Reviewed on Oct 27, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Nov 10 to Nov 11
$100 total
Nov 10 - Nov 11
Total with taxes and fees
7.8/10 Good! (2,524 reviews)
Everything was great
Reviewed on Oct 24, 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.
Find the Best Far Southwest Side Vacation Packages
Far Southwest Side Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
