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 €90 for one-way flights and €189 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
€189

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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 €169 per night from 25 May to 26 May
€169
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! (4,186 reviews)
"My husband and I really enjoyed staying at Hotel Riu Plaza Chicago. Staff was friendly and helpful. Hotel is very clean. Breakfast & bar is so delicious we definitely will come back. Chi Love you! Thank you so much."

Reviewed on 19 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 €147 per night from 25 May to 26 May
€147
25 May - 26 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! (5,193 reviews)
"My stay at the River Hotel was excellent from start to finish. The location is unbeatable, making it easy to explore the surrounding area, and the views were a great bonus. The room was clean, comfortable, and well-maintained, with everything I needed for a relaxing stay."

Reviewed on 18 May 2026

Opens in a new windowRiver Hotel
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 €161 per night from 25 May to 26 May
€161
25 May - 26 May
includes taxes & fees
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! (2,321 reviews)
"terrible rooms, terrible cleaning non stop spiders coming from the windows, water damage in bathroom and main room restaurant staff was rude and accused us of stealing breakfast but the assistant manager was very understanding"

Reviewed on 19 May 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
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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 €110 per night from 26 May to 27 May
€110
26 May - 27 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! (2,711 reviews)
"Staff is excellent. Breakfast was below standards - muffins, fruit, juice, and a couple breakfast sandwiches the staff put in the microwave. I’d pass on the breakfast. Nice location. Rooms were okay - the bed in our room was full of cat scratches."

Reviewed on 18 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 €136 per night from 26 May to 27 May
€136
26 May - 27 May
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! (10,162 reviews)
"A old, classic hotel and a low room rate, I was not expecting 'up to date modern'. Plusses: Room was large and clean, no noise from other guests, bag storage free, price compared to other hotels very low. Minuses: Unable to turn heater on _only a thin quilt blanket for bed, noise from toilet filling ..."

Reviewed on 19 May 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 €124 per night from 25 May to 26 May
€124
25 May - 26 May
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! (1,433 reviews)
"BEWARE: I booked and paid for this hotel a month in advance. My train was delayed a few hours, so I arrived at the hotel about 7pm. However, I completed an echeck-in at the hotels request at 1pm. Upon arriving, there was a short line of people waiting to check-in and they were upset and asking to ..."

Reviewed on 19 May 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.