Magnificent Mile Vacation Packages 2026 from $276

Magnificent Mile flight + hotel vacation packages

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

Hyatt Place Chicago/ Schaumburg

$276

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to Chicago (ORD)

This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$609

per person

Mar 13 - Mar 16

found 20 hours ago

Roundtrip flight included

Nashville (BNA) to Chicago (ORD)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$460

per person

Mar 13 - Mar 15

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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.

Waldorf Astoria Chicago

Downtown Chicago

Save 100% on your flight

$497

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.

Chicago luxury home suites

Downtown Chicago

$1,663

per person

Feb 20 - Feb 24

found 14 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Chicago (ORD)

This aparthotel includes a communal living room and a virtual front desk.

Top Magnificent Mile hotels deals

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

$179 nightly

$205 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

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

Warwick Allerton - Chicago

701 North Michigan Avenue Chicago IL

$87 nightly

$102 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

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

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

$370 nightly

$434 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

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 indoor pool, bar/lounge, and laundry facilities.

Pool

Hot Tub

Omni Chicago Hotel

676 N Michigan Ave Chicago IL

$184 nightly

$216 total

Dec 19 - Dec 20

Total with taxes and fees

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

The Westin Michigan Avenue Chicago

909 North Michigan Ave Chicago IL

$144 nightly

$169 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Spa

Pet friendly

Chicago Marriott Downtown Magnificent Mile

540 North Michigan Avenue Chicago IL

$166 nightly

$195 total

Dec 28 - Dec 29

Total with taxes and fees

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

Don't see what you're looking for?

See all available properties in Magnificent Mile

View all properties

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

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 fascinating museums.

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 art scene.

Jean Baptiste Pointe Du Sable Homesite

Find out about the history of Chicago with a stop at Jean Baptiste Pointe Du Sable Homesite. 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 $276. 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.