Magnificent Mile Vacation Packages 2025/2026 from $364

Magnificent Mile flight + hotel vacation packages

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

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$364

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

The Westin Michigan Avenue Chicago

Downtown Chicago

$462

per person

Dec 27 - Dec 31

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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 gym, bar/lounge, and coffee shop.

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$403

per person

Dec 31 - Jan 4

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. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

The French Country Inn Lake Geneva

Save 100% on your flight

$475

per person

Nov 22 - Nov 28

found 21 hours ago

Roundtrip flight included

San Juan (SJU) to Chicago (ORD)

A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$410

per person

Jan 7 - Jan 10

found 19 hours 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 Magnificent Mile hotels deals

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$123 total

per night

Nov 18 - Nov 19

This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.

Free WiFi

Air conditioning

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL

Free Cancellation

$301 total

per night

Nov 16 - Nov 17

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

Pool

Spa

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$205 total

per night

Nov 13 - Nov 14

Spa

Pet friendly

Omni Chicago Hotel

676 N Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$244 total

per night

Nov 16 - Nov 17

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Dry cleaning, luggage storage, and concierge services are also on offer.

Pet friendly

Free WiFi

Park Hyatt Chicago

800 N Michigan Ave, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$640 total

per night

Nov 16 - Nov 17

Pool

Hot Tub

Chicago Marriott Downtown Magnificent Mile

540 North Michigan Avenue, Chicago, IL

Free Cancellation

Reserve now, pay when you stay

$311 total

per night

Nov 9 - Nov 10

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Restaurant

Air conditioning

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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

Chicago Water Tower

4.5/5(958 reviews)

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

Tribune Tower

4/5(61 reviews)

You can learn about the history of Chicago with a stop at Tribune Tower. Discover the fascinating museums and notable monuments in this vibrant area.

Historic Michael Jordan Restaurant

Find out about the history of Chicago with a stop at Historic Michael Jordan Restaurant. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

Frequently asked questions

How much are vacation packages to Magnificent Mile?

You can land a great hotel + flight bundle for a mere $364. With one of our Travelocity vacation packages, a trip to Magnificent Mile has never been more tempting! Save your time and cash and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Magnificent Mile?

For the best Magnificent Mile package deal, nothing compares to Travelocity. Select from 400 partner airlines and 1,000,000 properties worldwide to create your ideal escape — it couldn't be easier than that.

Why should I purchase my Magnificent Mile vacation package via Travelocity?

From our 24/7 customer care to our range of amazing destinations, we're committed to giving you the most unforgettable escape. All you'll have to do is click and book — our Price Match Guarantee will ensure you score the lowest price.

Can I save on my Magnificent Mile car rental if I bundle it with a hotel or flight?

Booking a Magnificent Mile vacation package with Travelocity is a surefire way to save your hard-earned money. Bundle a flight, car and hotel, or any combination of them, and get access to great discounts. You might also like to throw in some tours and experiences. After you've collected the keys to your rental car, head out of the neighborhood and discover what the area has to offer. Around 35 mi from Magnificent Mile, Six Flags Great America is worth a road trip.