Explore top 2026 4 Star Hotels in Southwest Side

Name: DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Price range: $123 total
Rating: 7.8

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Top Southwest Side 4 Star hotels

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

$245 nightly

$288 total

Jul 10 - Jul 11

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

8.4/10 Very Good! (2,309 reviews)

"It was a great hotel for staying on site"

Reviewed on Jun 19, 2026

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL

Fully refundableReserve now, pay when you stay

$135 nightly

$154 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...

8.8/10 Excellent! (2,677 reviews)

"It’s our go-to place near the O’Hare Airport. Clean, safe, great amenities and friendly staff. I like the newly renovated rooms, too. No complaints!"

Reviewed on Jun 19, 2026

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL

Fully refundableReserve now, pay when you stay

$228 nightly

$271 total

Jul 8 - Jul 9

Total with taxes and fees

This hotel's 3 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, ...

9.2/10 Wonderful! (1,129 reviews)

"Loved the hotel overall, the breakfast was really good and the rooms were super clean and comfortable. For a place that charges a resort fee, we were underwhelmed. The only perk was a $15 a day bar credit. There was no pool or hot tub or anything that made it feel like a resort fee was warranted. ..."

Reviewed on Jun 19, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$144 nightly

$171 total

Jun 21 - Jun 22

Total with taxes and fees

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, express check-out, ...

8.2/10 Very Good! (1,619 reviews)

"Air conditioning not working"

Reviewed on Jun 19, 2026

Fairmont Chicago at Millennium Park

200 North Columbus Drive Chicago IL

Fully refundableReserve now, pay when you stay

$275 nightly

$327 total

Jul 2 - Jul 3

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...

8.8/10 Excellent! (2,206 reviews)

"Great room, great location!"

Reviewed on Jun 19, 2026

Warwick Allerton - Chicago

701 North Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$165 nightly

$196 total

Jun 29 - Jun 30

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.

8.6/10 Excellent! (3,017 reviews)

"Clean room, helpful staff, the room was a lot larger than I anticipated. Also, the hotel was conveniently located to everything that I planned during my stay which was a plus!"

Reviewed on Jun 19, 2026

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

Fully refundable

$245 nightly

$292 total

Jul 6 - Jul 7

Total with taxes and fees

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

9.2/10 Wonderful! (3,117 reviews)

"My room had a view of a rooftop not city view. It should specify that on the booking. For as much money that was spent, I expected better. Staff offered another room, but for more money. Other than that, the location was great."

Reviewed on Jun 19, 2026

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

$163 nightly

$194 total

Jul 9 - Jul 10

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet ...

8.2/10 Very Good! (2,774 reviews)

"everyone at the front desk was helpful and quite nice. room and amenities very clean. gym was well done for such a small space. would be great if there was a bathroom there. coffee and fresh fuit in the morning was awesome."

Reviewed on Jun 19, 2026

The Chicago Hotel Collection - Magnificent Mile

166 E Superior Street Chicago IL

Fully refundable

$131 nightly

$155 total

Jun 29 - Jun 30

Total with taxes and fees

This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Business travelers can take advantage of the free WiFi ...

7.8/10 Good! (1,600 reviews)

"Our stay was amazing! Staff was very helpful!"

Reviewed on Jun 19, 2026

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

1200 N Mittel Blvd Wood Dale IL

Fully refundableReserve now, pay when you stay

$111 nightly

$123 total

Jun 28 - Jun 29

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public ...

7.8/10 Good! (1,001 reviews)

"Staff was friendly and the room was really clean"

Reviewed on Jun 19, 2026

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4 Star Hotels Southwest Side

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Southwest Side 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Southwest Side will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Southwest Side, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.