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 €86 for one-way flights and €169 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
€169

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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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is €154 per night from 27 May to 28 May
€154
per night
27 May - 28 May
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
9.4/10 Exceptional! (4,080 reviews)
Centrally located hotel with breakfast included. Reasonable pricing for a new hotel. Recommended

Reviewed on 7 May 2026

Opens in a new windowHotel Riu Plaza Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is €124 per night from 26 May to 27 May
€124
per night
26 May - 27 May
Our customers tell us that they can't get enough of the helpful staff at River Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (5,174 reviews)
Oh, River Hotel, how do I hate you? Let me count the ways. It was very difficult to find the hotel. It's narrow and short squished between two buildings which are much bigger. The hotels directions are terrible. All I have to say is that it's right next to the Sofitel, and I would've found it immediately. ...

Reviewed on 7 May 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
The price is €128 per night from 25 May to 26 May
€128
per night
25 May - 26 May
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago'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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
8.8/10 Excellent! (3,494 reviews)
Waited 10 minutes for someone to actually appear at front desk upon check in, and when they did arrive, only directed guests to kiosks to check in themselves. No welcome, no review of property or amenities, no ID check. Bed felt like it was 2 decades old at best, springs felt throughout and saggy. ...

Reviewed on 6 May 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
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Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
The price is €151 per night from 25 May to 26 May
€151
per night
25 May - 26 May
Our customers tell us they can't get enough of Holiday Inn Chicago Dwtn - The Mart by IHG's great location. During your stay, you're just a quick walk from Merchandise Mart. Free WiFi in public areas, 2 restaurants and an indoor pool are available.
8.8/10 Excellent! (2,298 reviews)
The Holiday Inn Voco at Wolf Point continues to exceed expectations! Warm, welcoming staff, spotless rooms and outstanding service by housekeeping! I call it my home away from home and I stay there frequently when visiting our children! Spectacular views, inviting atmosphere and stay second to none! ...

Reviewed on 4 May 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
The price is €114 per night from 27 May to 28 May
€114
per night
27 May - 28 May
Hotel Felix River North/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 a 24-hour gym and a bar.
8.2/10 Very Good! (2,686 reviews)
Cool and perfect for our short trip to Chicago. Room was a bit small, but worked well to sleep in for two nights. The location on the magnificent mile worked perfect to accessing public transportation and tourist bus tours. Lots of great restaurants around the area and it was easy to walk everywhere ...

Reviewed on 6 May 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €127 per night from 8 May to 9 May
€127
per night
8 May - 9 May
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! (10,178 reviews)
Hotel has a beautiful lobby but rooms are very outdated. Elevators are specially slow, may take you over 5-7 minutes just to get down to first floor.

Reviewed on 7 May 2026

Opens in a new windowCongress Plaza Hotel
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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.