Magnificent Mile Holidays from £1,346

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your Magnificent Mile Holiday

A coveted affluent neighbourhood, Magnificent Mile lures travellers with its cafes, shopping and dining. Book a holiday package to Magnificent Mile and experience all the highlights for yourself. Some nearby attractions to visit during your trip to Magnificent Mile include Millennium Park, Willis Tower and Art Institute of Chicago. Whatever your travel plans or the size of your budget, booking your perfect Magnificent Mile holiday is a cinch with Expedia.

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

Hilton Chicago

4 out of 5
Downtown Chicago
Price was £1,758, price is now £1,346 per person
£1,346
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
8.6/10 Excellent! (2,759 reviews)
Upon arrival, the guest service agents were kind and attentive to guests, even while others waited in line, and were careful to give each guest their attention. With this location being in the heart of downtown, it was easy to walk to the theatre or enjoy a walk along the lake.

Reviewed on 30 Apr 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was £4,095, price is now £2,776 per person
£2,776
per person
1 Jun - 8 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Breakfasr good, view great

Reviewed on 1 May 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £2,411, price is now £1,692 per person
£1,692
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,478 reviews)
I loved it. The location was perfect and I specifically pick this hotel based on the view and it did not disappoint. If you don’t wanna go far, there are plenty of restaurants and things to do right around the hotel so that was also convenient. I will definitely be going back.

Reviewed on 1 May 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,883, price is now £2,043 per person
£2,043
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,851 reviews)
Absolutely fantastic will be back

Reviewed on 27 Apr 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was £2,014, price is now £1,545 per person
£1,545
per person
11 Jul - 18 Jul
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant.

Reviewed on 22 Apr 2026

Where to stay in Magnificent Mile

Find the best Magnificent Mile areas and neighborhoods for the activities you enjoy most. Learn more about Magnificent Mile
Downtown Chicago

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in Magnificent Mile

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
The price is £200 per night from 26 May to 27 May
£200
26 May - 27 May
includes taxes & fees
9.2/10 Wonderful! (3,029 reviews)
Welcoming, accommodating, pampering and regenerating experience every time we stay at the Intercontinental. A wonderful place to enhance one’s Chicago experience.

Reviewed on 29 Apr 2026

InterContinental Chicago Magnificent Mile by IHG
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
909 North Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is £154 per night from 10 May to 11 May
£154
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (1,133 reviews)
I’m getting tired of these fees - resort fees!! Tell me the price - don’t add on when I arrive

Reviewed on 28 Apr 2026

The Westin Michigan Avenue Chicago
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £98 per night from 26 May to 27 May
£98
26 May - 27 May
includes taxes & fees
8.2/10 Very Good! (2,652 reviews)
Rooms were infrequently cleaned and we had to request soap and new towels (no we didn’t have our (no housekeeping) sign up). Other than that it was a nice stay.

Reviewed on 1 May 2026

Hotel Felix River North/Magnificent Mile
See all 1,138 properties in Magnificent Mile
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Magnificent Mile travel package cost?
Get your credit card ready, because a getaway to Magnificent Mile starts from just £1,346. When you combine your hotels, flights and car rentals into a travel package, you'll pick up the best prices.
If I'm not able to travel, can I cancel my Magnificent Mile travel package?
Yes, it's possible to cancel your Magnificent Mile booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
How do I get a cheap travel package to Magnificent Mile?
It's as simple as bundling. Flights, rental cars and hotels — combine whatever you need into a Magnificent Mile travel package to save tons of cash. Score even bigger bargains when you add extras such as tours or experiences to your booking. But that's not the only good part. You have the flexibility to customize your holiday your way. We offer more than 550 air carriers and 1,000,000 properties in all corners of the globe, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Magnificent Mile holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's monthly instalment plans. If making small repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Magnificent Mile?
A visit to Magnificent Mile isn't complete without seeing Millennium Park and Wrigley Field. Stay at a hotel as close as possible and easily access these popular attractions.
What are the top hotels in Magnificent Mile?
If it's your very first time in Magnificent Mile, make a reservation at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both hotels offer comfy beds and are favourites among many travellers.
How far in advance should I book my Magnificent Mile holiday?
Get rewarded with the biggest variety at the lowest prices by booking your trip to Magnificent Mile nice and early. Air carriers generally advertise flight tickets around a year before departure, so start locking things in as soon as possible. That being said, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Magnificent Mile travel package include?
From hotels and airfares to car rentals, Expedia can help you craft a Magnificent Mile package that's ideal for you. Heading away for a week or longer? Give some thought to a hotel, rental car and flight bundle. If you're taking a short break, a flight and hotel deal may suit you better. Activities can also be added once you've made your booking. Our packages make it a cinch to save and plan.
What should I know before booking a Magnificent Mile travel package?
Booking all the parts of your trip together is a smart way to save. Bundle your car rentals, flights and hotels into a handy little package. But you're not restricted to hotels. Expedia has all kinds of properties, including holiday rentals like oceanfront condos and serviced residences. The list goes on!
Can I choose my airline with a Magnificent Mile Expedia travel package?
Definitely. Expedia has more than 550 partner airlines to pick from globally. With such a big range of choice, finding the right carrier to take you to Magnificent Mile will be a snap.

Popular places to visit

Water Tower view on Michigan Ave in Chicago City

Chicago Water Tower

4.5/5(33 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 theatre scene.

Chicago Water Tower

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Chicago

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.