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Find 4 Star Hotels in Southwest Side, IL from $99
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Our top choices for Southwest Side 4-star hotels
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
8.6 out of 10, Excellent, (5408)
"Spacious rooms , free drinks and great breakfast "
Ebony
$96 nightly
The price is $113
Jan 6 - Jan 7, 2026
Total with taxes and fees
8.4 out of 10, Very Good, (2143)
"Loved and enjoyed our stay"
Luis
$132 nightly
The price is $151
Dec 30 - Dec 31
Total with taxes and fees
8.2 out of 10, Very Good, (2183)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Naw Kanyaw
$196 nightly
The price is $230
Jan 16 - Jan 17, 2026
Total with taxes and fees
9.4 out of 10, Exceptional, (1155)
"Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!"
Lucia
$195 nightly
The price is $229
Jan 1 - Jan 2, 2026
Total with taxes and fees
9.4 out of 10, Exceptional, (4118)
"Great stay"
Ericka
$103 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2632)
"Great stay"
Rawleigh
$179 nightly
The price is $205
Jan 13 - Jan 14, 2026
Total with taxes and fees
8.4 out of 10, Very Good, (3018)
"Enjoyed this hotel stay. "
Kimberly
$88 nightly
The price is $104
Dec 22 - Dec 23
Total with taxes and fees
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Explore similar 5-star hotels
Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Southwest Side.
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
$420 nightly
The price is $493 total per night from Jan 11 to Jan 12
$493 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9.2/10 Wonderful! (998 reviews)
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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.
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.
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Top Southwest Side Hotel Reviews
Palmer House a Hilton Hotel
10/10 Excellent
Find out more about Southwest Side
Southwest Side Four Star Hotel Information
When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Southwest Side, Chicago are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Southwest Side 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.
Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Southwest Side. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Southwest Side, Chicago, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.
Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Southwest Side hotels offer everything your heart desires.
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