Name: The Wade
Price range: $196 total

The Latest Far Southwest Side vacation packages

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

La Banque Hotel

Save 100% on your flight

$365

per person

Nov 12 - Nov 15

found 7 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Chicago (ORD)

9.4/10 Exceptional! (434 reviews)

Very nice hotel. Would definitely stay there again!

Reviewed on Aug 26, 2025

The Emily Hotel

Downtown Chicago

$748

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.

Reviewed on Sep 3, 2025

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

Save 100% on your flight

$537

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,002 reviews)

A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug 21, 2025

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$555

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (2,342 reviews)

Have stay at multiple Riu hotel in my many travel. Always a great value. Their breakfast is exceptional and the service is always above average.

Reviewed on Sep 4, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

Save 100% on your flight

$373

per person

Oct 4 - Oct 7

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.4/10 Very Good! (3,766 reviews)

I liked that it was close to everything, and right by the CTA. My comforter was ripped at the seam; but it was still effective.

Reviewed on Sep 3, 2025

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Where 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

Ashburn

The restaurants and churches are just a few features travelers like about Ashburn. If you want to do some sightseeing nearby, Chicago Ridge Shopping Mall and Balzekas Museum of Lithuanian Culture are a few top places to visit.

Washington Heights

2 out of top 10 points of interest in this area

The restaurants and shopping are just a few things visitors like about Washington Heights. Carter G. Woodson Library and Dr. Percy Julian Residence are worthwhile spots to check out, and you can hop on the metro at 95th Street - Longwood Station or 103rd Street Washington Heights Station to get around the larger area.

Discover the most popular places to visit in Far Southwest 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.

Magnificent Mile - River North showing night scenes, a city and signage

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 Southwest Side

Architecture River Tour

$49

per adult

96% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour

$45

per adult

94% of travellers recommend

See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

$45

per adult

96% of travellers recommend

See all activities in Far Southwest Side

Far Southwest Side Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

$179 nightly

$210 total

Sep 22 - Sep 23

Total with taxes and fees

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Fully refundableReserve now, pay when you stay

$183 nightly

$215 total

Sep 22 - Sep 23

Total with taxes and fees

The Wade

644 N Lake Shore Dr, Chicago, IL

Fully refundableReserve now, pay when you stay

$167 nightly

$196 total

Sep 22 - Sep 23

Total with taxes and fees

See all 4,858 properties in Far Southwest Side

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.