The Loop Vacation Packages 2025 from $218

The Loop flight + hotel vacation packages

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

DoubleTree by Hilton Chicago Schaumburg

per person

Jun 26 - Jun 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.

Super 8 by Wyndham Chicago Northlake O'Hare South

per person

Jul 26 - Jul 28

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Free self parking is offered and the front desk is staffed around-the-clock.

SpringHill Suites by Marriott Chicago Naperville/Warrenville

per person

Jul 26 - Jul 28

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Courtyard by Marriott Chicago Wood Dale

per person

Jun 4 - Jun 6

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Super 8 by Wyndham Deerfield/Northbrook

per person

Jul 24 - Jul 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.

Top The Loop hotels deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$168

includes taxes & fees

$143 per night

May 12 - May 13

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

Swissotel - Chicago

323 E Wacker Dr, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$235

includes taxes & fees

$200 per night

May 9 - May 10

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Spa

Pet friendly

River Hotel

75 East Wacker Drive, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$164

includes taxes & fees

$140 per night

May 8 - May 9

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$232

includes taxes & fees

$197 per night

May 11 - May 12

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.

Pet friendly

Air conditioning

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago, IL

$240

includes taxes & fees

$204 per night

May 2 - May 3

A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Spa

Pet friendly

L7 Chicago by LOTTE

225 N Wabash Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$254

includes taxes & fees

$216 per night

May 11 - May 12

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a lobby fireplace are also offered.

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

Millennium Park

4.5/5(7,198 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Chicago Riverwalk

4.5/5(1,535 reviews)

After visiting Chicago Riverwalk, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.

Art Institute of Chicago

4.5/5(3,410 reviews)

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

Frequently asked questions

How much are vacation packages to The Loop?

Your travel dreams can become reality in The Loop for only $218. Package deals include flights and hotels, and they’ll make booking your trip a breeze. The only thing you’ll need to worry about is having an incredible time.

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

No matter what you enjoy doing, Travelocity can help you score an unbeatable The Loop package deal. All you need to do is select a combination from our 400 partner airlines and 1,000,000 worldwide properties.

Why should I book my The Loop vacation bundle with Travelocity?

Because you’ll never wander on your own if you book your vacation through us, and we offer 24/7 customer support and top-quality service to boot. Add to that our Price Match Guarantee and a massive range of experiences to select from. It’s our job to make your daydreams a reality.

Will I save money on my The Loop car rental if I combine it with a hotel or flight?

You sure can — and if you also add an activity or experience to your The Loop vacation package, you’ll pick up even greater savings. With an affordable package from Travelocity, you can find things to do in the region that are right for you. Then, jump in your rental car and work your way through the list. Six Flags Great America is one impressive attraction to put on your itinerary. It’s 35 mi from The Loop.