Armour Square Holidays from £1,077

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Your Armour Square Holiday

From its history to its cafes and dining, there are tons of fabulous reasons to book a holiday package to Armour Square. When you want to escape the everyday, this commercial neighbourhood is calling your name. Not sure what to do and see during your trip to Armour Square? Nearby attractions such as Willis Tower, Art Institute of Chicago and University of Illinois Chicago are good places to start. Stop daydreaming and start doing. When it's time to lock in your next holiday to Armour Square, Expedia is here to help.

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,537, price is now £1,077 per person
£1,077
per person
11 May - 18 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,604 reviews)
This was a great price for a great stay!! Central to many locations downtown! I am planning to book this hotel again in the future!

Reviewed on 9 Apr 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,898, price is now £1,243 per person
£1,243
per person
11 May - 18 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Great service, loved this place.

Reviewed on 9 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was £1,964, price is now £1,357 per person
£1,357
per person
11 May - 18 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Very friendly staff, great location.

Reviewed on 6 Apr 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,725, price is now £1,224 per person
£1,224
per person
11 May - 18 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,357 reviews)
Excellent accommodations. Highly recommend.

Reviewed on 9 Apr 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £2,754, price is now £2,016 per person
£2,016
per person
11 May - 18 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (3,225 reviews)
Nice rooms, great view

Reviewed on 9 Apr 2026

Where to stay in Armour Square

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

Downtown Chicago

5 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 Armour Square

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £101 per night from 26 Apr to 27 Apr
£101
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,075 reviews)
Room was clean, but cheaply remodeled and nothing really special.

Reviewed on 9 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £104 per night from 26 Apr to 27 Apr
£104
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (4,089 reviews)
It was nice

Reviewed on 10 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £121 per night from 26 Apr to 27 Apr
£121
26 Apr - 27 Apr
includes taxes & fees
8.6/10 Excellent! (5,828 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...

Reviewed on 9 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,780 properties in Armour Square
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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Frequently asked questions

How much does an Armour Square travel package cost?
Starting from an incredible £1,077, you can customize your Armour Square package. Simply bundle hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Armour Square travel package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Armour Square travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.
How do I get a cheap travel package to Armour Square?
It's easy. Just bundle. Hotels, rental cars and flights — combine whatever you need into an Armour Square travel package and save. Score even better deals when you include extras such as experiences or tours 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 airlines and 1,000,000 properties worldwide, so that everyone has an opportunity to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later Armour Square holidays?
Expedia has teamed up with online lender Klarna to make your next getaway a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that works with your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that work for all types of budgets, so you can lock in that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Armour Square?
Take the leg work out of sightseeing by staying someplace close to Armour Square's iconic attractions. Millennium Park and Wrigley Field are two visitor favourites.
What are the top hotels in Armour Square?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most sought-after hotels in Armour Square. Why not check out the facilities and amenities at each and then make a decision?
How far in advance should I book my Armour Square holiday?
Travellers are normally able to look up international flights on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to nab an affordable ticket only weeks before your flight.
What does an Expedia Armour Square travel package include?
With Expedia, you can choose a combination of flights, hotels and car rentals to build your ideal Armour Square package. Once you've made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more discounts you'll get!
What should I know before booking an Armour Square travel package?
You'll land impressive savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your money or time? Whether you're organising an upscale romantic escape or a budget family adventure, take a look at our package deals today.
Can I choose my airline with an Armour Square Expedia travel package?
Definitely. Expedia has over 550 airline partners to select from globally. With so much choice, finding the ideal carrier to whisk you away to Armour Square will be a cinch.

* 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.