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 €112 for one-way flights and €227 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
€235

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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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
The price is €152 per night from 25 May to 26 May
€152
25 May - 26 May
includes taxes & fees
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! (4,001 reviews)
The best breakfast buffet I’ve ever had!

Reviewed on 29 Apr 2026

Opens in a new windowHotel Riu Plaza Chicago
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is €141 per night from 10 May to 11 May
€141
10 May - 11 May
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! (4,231 reviews)
The location was awesome. So close to everything! Hotel staff were always helpful & friendly. Definitely would stay again.

Reviewed on 29 Apr 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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
26 May - 27 May
includes taxes & fees
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! (5,137 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it

Reviewed on 29 Apr 2026

Opens in a new windowRiver Hotel
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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 €100 per night from 25 May to 26 May
€100
25 May - 26 May
includes taxes & fees
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! (3,461 reviews)
Great check in and check out experience

Reviewed on 29 Apr 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is €216 per night from 23 May to 24 May
€216
23 May - 24 May
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 Donald E. Stephens Convention Center. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
8.4/10 Very Good! (2,282 reviews)
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...

Reviewed on 29 Apr 2026

Opens in a new windowHilton Chicago O'Hare Airport
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 25 May to 26 May
€114
25 May - 26 May
includes taxes & fees
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! (2,648 reviews)
Clean room

Reviewed on 30 Apr 2026

Opens in a new windowHotel Felix River North/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.