Michigan Avenue Vacation Deals: Michigan Avenue, Downtown Chicago Holidays

Michigan Avenue vacation package deals

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

Pendry Chicago

Downtown Chicago

CA $798

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Level Chicago Fulton Market

Downtown Chicago

CA $828

per person

Apr 21 - Apr 25

found 13 hours ago

Roundtrip flight included

Toronto (YTZ) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Holiday Inn Chicago SW-Countryside ConfCtr by IHG

CA $929

per person

Apr 12 - Apr 16

found 15 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

Book a stay at this business-friendly hotel in Countryside. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Flagg Creek Golf Course and New Vintage are located nearby.

Kimpton Gray Hotel by IHG

Downtown Chicago

CA $1,207

per person

Apr 21 - Apr 25

found 13 hours ago

Roundtrip flight included

Toronto (YTZ) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Days Inn by Wyndham Waukegan

CA $850

per person

Apr 12 - Apr 16

found 15 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

Stay at this motel in Waukegan. Enjoy free WiFi, free parking, and a business center. Popular attractions Six Flags Great America and Gurnee Mills are located nearby.

DoubleTree by Hilton Libertyville - Mundelein

CA $930

per person

Apr 12 - Apr 16

found 15 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Chicago (ORD)

Book a stay at this business-friendly hotel in Mundelein. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lakeview Beach and Dock and Bowlero Vernon Hills are located nearby.

Frequently asked questions

How much are vacation packages to Michigan Avenue?

You'll want to check out Travelocity's incredible CA $798 Michigan Avenue package deal. With the money you save on your hotel and return flights, you'll be able to splash out on some unforgettable luxury experiences. Michigan Avenue, here you come!

Where can I get the best vacation package deals for Michigan Avenue?

Travelocity is where to go to score a sensational Michigan Avenue package deal. Select from as many as 400 airlines and 665,000 properties worldwide and craft a travel itinerary that's perfect for you. With so much choice, it's easy to plan your next big getaway.

Why should I purchase my Michigan Avenue vacation bundle with Travelocity?

Travel is all about making cherished memories and leaving all your stresses behind — which is why we provide you with a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our impressive range of vacation packages. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.

Can I go on vacation to Michigan Avenue at this time?

Travelocity has all the local knowledge to help make your vacation dreams come true, so before arranging your trip to Michigan Avenue, look over our Covid-19 Travel Advisor. This is where you can discover current info about quarantine policies, travel restrictions and a whole lot more.

Top Michigan Avenue hotel deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $236

CA $277 total

Mar 27 - Mar 28

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Free WiFi

Restaurant

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $154

CA $219 total

Mar 4 - Mar 5

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Breakfast included

Free WiFi

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $151

CA $177 total

Mar 5 - Mar 6

includes taxes & fees

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pool

Breakfast included

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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.

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