West Loop Vacation Packages 2025/2026 from $350

West Loop flight + hotel vacation packages

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

Arlo Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 3 - Sep 6

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking and dry cleaning are also offered on site.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 3 - Sep 6

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A restaurant is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. There's a 24-hour gym on site, and a coffee shop and a snack bar/deli are also provided.

Park Hyatt Chicago

Downtown Chicago

Save 100% on your flight

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Chicago Athletic Association, a Hyatt Hotel

Downtown Chicago

Save 100% on your flight

per person

Sep 25 - Sep 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 3 - Sep 6

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.

Top West Loop hotels deals

Crowne Plaza Chicago West Loop by IHG

25 South Halsted Street, Chicago, IL

Free Cancellation

$150 nightly

$176 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Holiday Inn & Suites Chicago - Downtown by IHG

506 West Harrison Street, Chicago, IL

Free Cancellation

$171 nightly

$201 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Self parking, a terrace, and a snack bar/deli are also offered.

Pool

Free WiFi

Level Chicago Fulton Market

354 North Union Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$284 nightly

$334 total

Aug 10 - Aug 11

Total includes taxes and fees

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Pool

Pet friendly

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$170 nightly

$200 total

Aug 18 - Aug 19

Total includes taxes and fees

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.

Free WiFi

Restaurant

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

Free Cancellation

$276 nightly

$318 total

Aug 22 - Aug 23

Total includes taxes and fees

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

Pool

Spa

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$169 total

Aug 17 - Aug 18

Total includes taxes and fees

A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.

Pet friendly

Free WiFi

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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.

Popular places to visit

Mary Bartelme Park

After visiting Mary Bartelme Park, make a plan to see the other sights and activities in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Union Park

After visiting Union Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

The Old Post Office

You can find out about the history of Chicago with a stop at The Old Post Office. Discover the entertainment choices and notable monuments in this vibrant area.

Frequently asked questions

How much are vacation packages to West Loop?

$350 is all you need to spend for an amazing break in West Loop. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to grow. With prices this good, traveling has never been so accessible.

Where can I get the best vacation package deals for West Loop?

Book your dream vacation with Travelocity. With access to 400 air carriers and at least 1,000,000 hotels around the world, creating the ultimate West Loop package deal couldn't be simpler.

Why should I purchase my West Loop vacation package via Travelocity?

Fantastic savings, loads of breathtaking destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.

Can I save on my West Loop car rental if I book it with a hotel or flight?

Sure can — and if you also add a tour or an experience to your West Loop vacation package, you'll pick up even greater savings. With an affordable package from Travelocity, you can find things to do in the area that are right for you. Then, jump in your rental car and work your way through the list. Six Flags Great America is one fantastic sight to take a look at. It's 35 mi from West Loop.

What is there to do in West Loop?

It's not hard to find cool things to see and do in West Loop. Union Park is a top attraction that lures many visitors.