Grand Boulevard Vacation Packages 2025 from $345

Grand Boulevard flight + hotel vacation packages

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

Palmer House a Hilton Hotel

Downtown Chicago

Save 100% on your flight

per person

Aug 14 - Aug 17

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 historic hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and limo/town car service.

La Banque Hotel

Save 100% on your flight

per person

Jul 12 - Jul 16

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. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

per person

Jul 18 - Jul 20

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

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.

Kimpton Gray Hotel by IHG

Downtown Chicago

Save 100% on your flight

per person

Aug 14 - Aug 17

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 express check-out, laundry service, and valet parking. A hair salon, WiFi in public areas, and luggage storage are also on offer.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Aug 25 - Aug 28

found 1 day 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 Grand Boulevard hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

Free Cancellation

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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.

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Free Cancellation

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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.

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Free Cancellation

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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. A coffee shop, a communal living room, and express check-in are also on offer.

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free Cancellation

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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.

The Wade

644 N Lake Shore Dr, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-in are also provided.

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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

Harold Washington Cultural Center

You can enjoy some culture when you stop by Harold Washington Cultural Center in Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Elam House

You can learn about the history of Chicago when you stop by Elam House. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Dr. Daniel Hale Williams Residence

You can learn about the history of Chicago with a trip to Dr. Daniel Hale Williams Residence. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Grand Boulevard?

Vacation packages, which provide both flights and hotels in Grand Boulevard, start from $345. Make your travel fantasies come to life and secure your vacation with Travelocity today.

Where can I get the best vacation package deals for Grand Boulevard?

For the perfect Grand Boulevard package deal, nothing compares to Travelocity. Choose from 400 partner airlines and 1,000,000 properties worldwide to create the ideal adventure — it’s really that simple.

Why should I book my Grand Boulevard vacation bundle via Travelocity?

With top-quality service, support available 24/7 and some of the most incredible getaways money can buy, you’ll never wander alone. And if you find a cheaper price, we’ll match it. That’s our Price Match Guarantee.

Can I save on my Grand Boulevard car rental if I combine it with hotels and flights?

Booking a Grand Boulevard vacation package with Travelocity is a surefire way to save you money and time. Bundle a flight, car and hotel, or any combination of them, and score great discounts. You could also add in some experiences and activities. After you’ve collected the keys to your rental car, head out of the neighborhood and discover what this place has to offer. About 40 mi from Grand Boulevard, Six Flags Great America is well worth a road trip.