Western Suburbs Holidays

  • 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 Western Suburbs

Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Save 100% on your flight
Price was €756, price is now €452 per person
€452
per person
20 Nov - 25 Nov
found 21 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
7.6/10 Good! (1,007 reviews)
Two mornings received poor service at breakfast. King bed in room. Could not open cabinet

Reviewed on 15 Sept 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,013, price is now €522 per person
€522
per person
20 Nov - 27 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Excellent location, great restaurants nearby. Nice, spacious rooms.

Reviewed on 3 Oct 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,865, price is now €1,029 per person
€1,029
per person
20 Nov - 25 Nov
found 21 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Clean room. Great staff

Reviewed on 2 Oct 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €765, price is now €455 per person
€455
per person
20 Nov - 27 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on 4 Oct 2025

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,283, price is now €802 per person
€802
per person
20 Nov - 27 Nov
found 1 day ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,107 reviews)
Hotel and staff were very pleasant

Reviewed on 25 Sept 2025

Top hotels in Western Suburbs

DoubleTree by Hilton Lisle Naperville

DoubleTree by Hilton Lisle Naperville

4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is €90 per night from 12 Oct to 13 Oct
€90
12 Oct - 13 Oct
includes taxes & fees
7.8/10 Good! (1,175 reviews)
"The women at the registration desk were outstanding. They worked out a mistake that I had made in reservations. The heating system was impossible. It was freezing and if we turned it up one degree we were roasting."

Reviewed on 30 Sept 2025

DoubleTree by Hilton Lisle Naperville
Crowne Plaza Lombard Downers Grove by IHG

Crowne Plaza Lombard Downers Grove by IHG

3.5 out of 5
1250 Roosevelt Road, Glen Ellyn, IL
Fully refundable
The price is €97 per night from 2 Nov to 3 Nov
€97
2 Nov - 3 Nov
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Decent place nice staff bar closed early 9 breakfast is pricey so are drinks and food in the bar."

Reviewed on 27 Sept 2025

Crowne Plaza Lombard Downers Grove by IHG
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 €148 per night from 29 Oct to 30 Oct
€148
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,020 reviews)
"Front desk person could have been more polite during the check in. She charged my credit card twice although I told her the first transaction went through."

Reviewed on 1 Oct 2025

Hyatt Regency O'Hare Chicago
See all 2,620 properties in Western Suburbs
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

Wheaton College

Wheaton College

Explore the campus of Wheaton College during your trip to Wheaton. Wander the forests and lakeside in this family-friendly area.

Wheaton College
Centennial Beach showing a pool

Centennial Beach

Just outside Chicago, this beloved summer hangout features an enormous pool, volleyball courts, barbecue pits, swim lessons and much more.

Centennial Beach

Raging Waves Waterpark

Take the family on an outing to Raging Waves Waterpark during your trip to Yorkville. While you're here, you can savour the top-notch restaurants.

Raging Waves Waterpark

Frequently asked questions

Can I cancel my flight booking to Western Suburbs due to COVID-19?
Our convenient Customer Service Portal is your one-stop shop for most travel queries, including about flight cancellations and changes due to COVID-19. For greater peace of mind, we suggest looking over the terms and conditions of your preferred carrier before booking.
What's the best way to find cheap flights to Western Suburbs that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to provide you with the most flexible airfares in town. Simply check the "No change fee" box directly beneath the "Flexible change policies" heading to find your ideal flight to Western Suburbs.
What are some of the general tips for travellers to Western Suburbs during the COVID-19 outbreak?
The COVID-19 outbreak has changed the way we travel, but it hasn't curbed our appetite for exploring. Here are some tips on how to deal with the new challenges of travelling:
  • Find out what rules and restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so check before you book.
  • When you go through airport checkpoints, do not remove your face mask. You will be asked to lower it briefly for identification purposes. Those who refuse to wear a face mask may face civil penalties and may also be denied boarding.
  • Avoid handing your boarding pass (paper or electronic) directly to a TSA employee. Rather, place your pass on the reader and then hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag and submitted for screening.
  • Place any personal items (e.g, keys, phone and wallet) in your carry-on rather than a bin to minimize handling during screening.
  • If you're taking food on the plane with you, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your food container or carry-on bag for inspection.

Which airlines fly to Western Suburbs?
American Airlines operates flights into or near Western Suburbs, including 13307 that land at O'Hare Intl. Airport (ORD) each month. Decide on your travel dates and then reserve your ticket early for the biggest bargain.
How can I find cheap tickets to Western Suburbs?
In the last seven days, was the lowest price for a flight to Western Suburbs. If you want to save even more, book ahead of time and be flexible with your dates. Search for your journey to Western Suburbs, then check out prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Western Suburbs?
One-way flights taking off from () sold for just in the last seven days. During this period, the price of a return ticket to Western Suburbs varied between and . If you find a bargain, book fast — these prices don't stick around for long.
What are the most popular airports to fly into in Western Suburbs?
O'Hare Intl. Airport (ORD) is the primary gateway for many hoping to visit Western Suburbs. Roughly 33491 flights each month touch down at this airport.
When is the cheapest time to fly to Western Suburbs?
Consider leaving early on in the week to nab the best fare to Western Suburbs. Tuesday is commonly the cheapest day to fly, with Monday running a close second. Saturday typically has the highest ticket prices. This is because many travellers choose to kick off their trip on a weekend.
How much is a plane ticket to Western Suburbs?
In the last seven days, tickets to Western Suburbs varied between and . Prices depend on a number of things, particularly the departure time, cabin class, airline and when the fare is booked.
Which airlines with flights to Western Suburbs employ COVID-19 cleanliness policies?
As travel borders start to open, most airlines are back in the skies with new strategies including physical distancing and staggered boarding and disembarkation. Here's what numerous carriers are doing to reduce the spread of COVID-19:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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