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 €123 for one-way flights and €245 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
€244

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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 €202 per night from 5 Jul to 6 Jul
€202
5 Jul - 6 Jul
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! (4,545 reviews)
"RIU is a beautiful and modern hotel with very helpful staff and an excellent breakfast buffet. The rooms were clean and pretty. Our only concerns were these: The only restaurant on the property is a rooftop bar with small plates that are not kid friendly, and because it’s a rooftop bar, it’s only ..."

Reviewed on 27 Jun 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 €146 per night from 6 Jul to 7 Jul
€146
6 Jul - 7 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! (4,464 reviews)
"Location was great. Everything at the hotel from checkin to chef out was very smooth."

Reviewed on 26 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 €127 per night from 20 Jul to 21 Jul
€127
20 Jul - 21 Jul
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! (2,730 reviews)
"Very convenient ... close to Ohare, free shuttle."

Reviewed on 27 Jun 2026

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

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is €253 per night from 18 Jul to 19 Jul
€253
18 Jul - 19 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! (2,317 reviews)
"Clean room, staff were very helpful and very friendly. Restaurants and bar were on point. Great experience! Thanks Hilton Chicago O’Hare Airport!"

Reviewed on 25 Jun 2026

Opens in a new windowHilton Chicago O'Hare Airport
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is €143 per night from 29 Jun to 30 Jun
€143
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! (10,132 reviews)
"The hotel is a bit run down, but my room was very clean. The breakfast was good, although it is not included, and for some reason I thought it was. The receptionist was amazing. She was very kind and allowed me to check in early, which I really appreciated. The location is also excellent. I’m giving ..."

Reviewed on 26 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 €121 per night from 1 Jul to 2 Jul
€121
1 Jul - 2 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! (1,640 reviews)
"The rooftops bar and the lobby areas were nice. Had a few problems with the room at check in, after the third try I finally got a okay room. Staff is okay, not overly friendly. Nothing is complimentary like breakfast compared to surrounding hotels with comparable room prices. Not sure that I would ..."

Reviewed on 26 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.