Armour Square Holidays from £966

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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.
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
Highland Hills
per person
4 Nov - 7 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (2,161 reviews)
The bed was comfortable.

Reviewed on 11 Aug 2025

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

4 out of 5
per person
4 Nov - 7 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (396 reviews)
Very nice hotel. New, very clean, staff did offer new roof bar and restaurant that recently opened. No ironing board and iron but that wasn’t a big deal.

Reviewed on 7 Aug 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on 11 Aug 2025

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
Bedford Park
per person
4 Nov - 7 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,115 reviews)
Bathtub chipped, slippery and to small. Bathroom could use a facelift. Bed was great! Refrigerator in our room did not work. Staff offered to replace it but we didn't need it.

Reviewed on 3 Aug 2025

Ohio House Motel

Ohio House Motel

3 out of 5
Downtown Chicago
per person
4 Nov - 7 Nov
found 22 hours ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (1,012 reviews)
Super convenient and nice area. Straight walk to Wrigley Field (4 miles but we enjoyed the walks). Very affordable and has a great staff.

Reviewed on 9 Aug 2025

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 featuring a city

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 £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,943 reviews)
"The hotel room was quiet and clean, only a little old and something outdated but still functional (tv). The area is great to visit a lot of the Chicago attractions and staff was helpful. Would recommend!"

Reviewed on 11 Aug 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £170 per night from 21 Aug to 22 Aug
£170
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,835 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on 8 Aug 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £134 per night from 24 Aug to 25 Aug
£134
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (3,658 reviews)
"Great rooms, comfortable, walking distance to anywhere you’d want to go."

Reviewed on 10 Aug 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,619 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Armour Square travel package cost?
Starting from an incredible £966, 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes street scenes, signage and night scenes

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Chicago

* 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.