Cheap flights from Westchester

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Cheap round-trip flights from Westchester

The lowest prices found within the past 7 days from Westchester to were €93 for one-way flights and €186 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Westchester Flight Information
Origin airport IATA code
ORD
Return price
€186

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Visit us now at Ebookers to choose from lots of cheap flights leaving Westchester or our last minute air tickets from Westchester at unbeatable prices, specially chosen for those who want the best deal possible. Ebookers continuously compares and updates the choice of air tickets available from Westchester, offered by more than 400 airlines worldwide. Ebookers works 24/7 to find the best deals so that our clients don’t have to waste their valuable time. Wherever you are going, you will find your perfect combination for a fantastic holiday at a budget price right here with our extensive flights database and helpful information; star ratings, reviews, maps and more… Many discount flights with a departure from Westchester and last minute flights from Westchester are available at Ebookers to help you organise your flights the way you want them at a price you can afford. Come and prepare your perfect holiday now at Ebookers.

Fancy a break from Westchester? Book your flight in advance from Westchester!

Thinking about getting away for a while and leaving from Westchester? Visit Ebookers and discover our selection of inexpensive Westchester flights and air tickets from Westchester at unbelievable prices with a great choice of airlines - over 400 in fact. We give excellent service at an affordable price. For a great weekend away from Westchester, visit to Ebookers where we have many available flights departing Westchester on special offer. Check out our deals and find a flight leaving Westchester at a price you never imagined. These special Ebookers offers aren’t just about cheap flights. We have over 95,000 hotels worldwide in our database, so why not stay in a Westchester hotel and start or end your break in style? Combine your choice of flight, hotel and car rental from our vast, reliable database to create your perfect holiday or dream weekend at a discounted price with Ebookers. Don’t wait or you may be too late!

Featured Hotels near Westchester

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is €145 per night from 1 Jul to 2 Jul
€145
1 Jul - 2 Jul
includes taxes & fees
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus an indoor pool and a gym.
9/10 Wonderful! (4,454 reviews)
"It’s dated but nice"

Reviewed on 21 Jun 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is €134 per night from 28 Jun to 29 Jun
€134
28 Jun - 29 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hyatt Regency O'Hare Chicago. During your stay, you'll be connected to the convention centre and just a quick walk from Donald E. Stephens Convention Center. You'll find features such as free WiFi in public areas and a free round-trip airport shuttle, plus a restaurant.
8.8/10 Excellent! (2,701 reviews)
"The first day there were some bumps even the lady who helped us check in was not very friendly. But the next day everything fell into place and Gabriela who checked us out was very sweet and made up for it."

Reviewed on 21 Jun 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is €251 per night from 12 Jul to 13 Jul
€251
12 Jul - 13 Jul
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
8.4/10 Very Good! (2,311 reviews)
"Worn and tired room. Needs better deep cleaning and attention to chipped and damaged paint, bathroom surfaces, etc. I chose this hotel because of the free airport shuttle. Nowhere was it noted that I had to phone for pick-up. After waiting for more than 30 minutes, another hotel’s driver told me ..."

Reviewed on 21 Jun 2026

Opens in a new windowHilton Chicago O'Hare Airport
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The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
The price is €159 per night from 29 Jun to 30 Jun
€159
29 Jun - 30 Jun
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at The Chicago Hotel Collection Ambassador Gold Coast. During your stay, you're just a quick walk from Lake Michigan. Free WiFi in public areas, a restaurant and a 24-hour gym are available.
8.2/10 Very Good! (1,626 reviews)
"Beautiful lobby, clean rooms except the bathroom could’ve been cleaner. The only downside was the insulation kind of sucks, you can hear everything from other rooms. Other than that, amazing staff & quiet location."

Reviewed on 21 Jun 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €141 per night from 29 Jun to 30 Jun
€141
29 Jun - 30 Jun
includes taxes & fees
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
8/10 Very Good! (10,153 reviews)
"Great location! Historic building. clean room. Good value. hallways and stairwell could use some additional care and attention. chipping paint and damaged doors."

Reviewed on 21 Jun 2026

Opens in a new windowCongress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is €134 per night from 30 Jun to 1 Jul
€134
30 Jun - 1 Jul
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
7.8/10 Good! (1,605 reviews)
"Overall a very good hotel! Staff were friendly and helpful. The hotel is located beside Michigan Ave which gave us access to lots of shops and restaurants nearby without having to walk long distances. The view from our room was pretty good as well, giving us a look down the street. One of the concierges ..."

Reviewed on 21 Jun 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
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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.