Cheap flights from Chicago

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Cheap round-trip flights from Chicago

The lowest prices found within the past 7 days from Chicago to were €94 for one-way flights and €187 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago Flight Information
Origin airport IATA code
ORD
Return price
€525

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Visit us now at Ebookers to choose from lots of cheap flights leaving Chicago or our last minute air tickets from Chicago 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 Chicago, 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 Chicago and last minute flights from Chicago 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 Chicago? Book your flight in advance from Chicago!

Thinking about getting away for a while and leaving from Chicago? Visit Ebookers and discover our selection of inexpensive Chicago flights and air tickets from Chicago 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 Chicago, visit to Ebookers where we have many available flights departing Chicago on special offer. Check out our deals and find a flight leaving Chicago 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 Chicago 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 Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Our customers tell us that they can't get enough of the comfortable beds at Silversmith Hotel Chicago Downtown. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a 24-hour gym and a bar.
9.2/10 Wonderful! (2,158 reviews)
Staff was very friendly. Walkable to restaurants and shopping. Really enjoyed the room and the ammenities.

Reviewed on 25 Dec 2025

Opens in a new windowSilversmith Hotel Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is €89 per night from 5 Jan to 6 Jan
€89
5 Jan - 6 Jan 2026
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 a gym and a business centre.
8.8/10 Excellent! (3,569 reviews)
excellent

Reviewed on 26 Dec 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
The price is €81 per night from 10 Jan to 11 Jan
€81
10 Jan - 11 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (2,013 reviews)
Friendly and knowledgeable employees who will go out of their way to assist guests. Clean and quiet rooms even though it's located in the heart of Chicago.

Reviewed on 26 Dec 2025

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
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Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
The price is €152 per night from 3 Jan to 4 Jan
€152
3 Jan - 4 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
8.4/10 Very Good! (2,185 reviews)
Loved my stay at the Palmer House, great location just a couple blocks from Millennium Park. The room was clean and the service was good. Overall, a pleasant stay:)

Reviewed on 28 Dec 2025

Opens in a new windowPalmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is €147 per night from 3 Jan to 4 Jan
€147
3 Jan - 4 Jan 2026
includes taxes & fees
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
8.4/10 Very Good! (2,413 reviews)
Beautiful hotel. Super friendly staff

Reviewed on 23 Dec 2025

Opens in a new windowHilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is €195 per night from 17 Jan to 18 Jan
€195
17 Jan - 18 Jan 2026
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.
8.2/10 Very Good! (2,174 reviews)
Early check in available for $25, worth it for getting rest between flights. Very friendly staff

Reviewed on 27 Dec 2025

Opens in a new windowHilton Chicago O'Hare Airport
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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.