West Chicago Holidays

Photo by Khryz Garcia

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in West Chicago

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was €946, price is now €630 per person
€630
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,932, price is now €1,162 per person
€1,162
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was €1,430, price is now €872 per person
€872
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €1,968, price is now €1,235 per person
€1,235
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on 10 Aug 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,176, price is now €781 per person
€781
per person
2 Nov - 7 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
The service was excellent, they made my birthday very special!

Reviewed on 19 Aug 2025

Top hotels in West Chicago

Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €143 per night from 6 Sept to 7 Sept
€143
6 Sept - 7 Sept
includes taxes & fees
8.4/10 Very Good! (1,123 reviews)
"Great amenities and very clean and friendly staff"

Reviewed on 20 Aug 2025

Marriott Chicago O'Hare
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €180 per night from 12 Sept to 13 Sept
€180
12 Sept - 13 Sept
includes taxes & fees
8.2/10 Very Good! (2,097 reviews)
"Close to airport and great location"

Reviewed on 23 Aug 2025

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is €139 per night from 19 Sept to 20 Sept
€139
19 Sept - 20 Sept
includes taxes & fees
8.6/10 Excellent! (1,886 reviews)
"Great all over"

Reviewed on 23 Aug 2025

Hyatt Regency O'Hare Chicago
See all 1,247 properties in West Chicago
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

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

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

Michigan Avenue

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

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

Navy Pier

What to do in West Chicago

River tour boat in Chicago

Architecture River Tour

€36
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

€39
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in West Chicago

Frequently asked questions

How much does a West Chicago holiday package cost?
You can snap up a holiday package to this destination from €630 on Expedia. However, how much your holiday to West Chicago costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to West Chicago?
You can usually find reduced prices and better availability in January, September and December. Browse our cheap West Chicago holiday packages and you could land some excellent off-season deals.
How many days is enough for West Chicago?
With a well-organised schedule, you can easily hit the top West Chicago sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your West Chicago holiday for longer.
Is it worth booking a holiday package to West Chicago?
Known for its nature, golfing and a host of other highlights, you can be certain West Chicago is a good holiday destination. Some of the most popular attractions to put on your itinerary? Visit St Andrews Golf and Country Club and Prairie Landing during your West Chicago holiday.
How to find the best West Chicago package deals?
Landing a cheap West Chicago package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly West Chicago package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a West Chicago holiday as a package?
You can enjoy significant savings on your West Chicago escape by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to West Chicago?
If you're considering a spontaneous West Chicago getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to West Chicago?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit West Chicago.
  2. Budget wisely: Besides the price of your accommodation, you'll need to consider other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to West Chicago.
  3. Decide how long to go for: Now that you're up to speed on West Chicago, you can work out the perfect length of your holiday. Put together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised West Chicago holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.