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.

theWit Chicago, a Hilton Hotel

Downtown Chicago

CA $497

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, 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.

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

CA $514

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town

Downtown Chicago

CA $722

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pendry Chicago

Downtown Chicago

CA $583

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) 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.

Arlo Chicago

Downtown Chicago

CA $629

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $581

per person

Feb 17 - Feb 21

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.

Frequently asked questions

How much are vacation packages to Michigan Avenue?

You'll want to check out Travelocity's incredible CA $497 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

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

CA $123

CA $144 total

Dec 21 - Dec 22

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.

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $146

CA $206 total

Dec 21 - Dec 22

includes taxes & fees

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

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

Free cancellation

CA $202

CA $282 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

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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.

Things to do in Chicago