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 €95 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
MDW
Return price
€226

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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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave, Chicago, IL
The price is €151 per night from 27 Feb to 28 Feb
€151
includes taxes & fees
27 Feb - 28 Feb
The shopping around L7 Chicago by LOTTE gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Features include 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.
9.6/10 Exceptional! (1,709 reviews)
"Good"

Reviewed on 25 Feb 2025

L7 Chicago by LOTTE
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is €91 per night from 12 Mar to 13 Mar
€91
includes taxes & fees
12 Mar - 13 Mar
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.
8.6/10 Excellent! (3,815 reviews)
"Very nice clean 👌 super fancy"

Reviewed on 23 Feb 2025

River Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is €126 per night from 2 Mar to 3 Mar
€126
includes taxes & fees
2 Mar - 3 Mar
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.
8.6/10 Excellent! (1,314 reviews)
"Perfect stay. In today’s world it is hard to find a truly super clean hotel. This hotel was super clean!!!"

Reviewed on 23 Feb 2025

Hyatt Regency O'Hare Chicago
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Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
The price is €110 per night from 9 Mar to 10 Mar
€110
includes taxes & fees
9 Mar - 10 Mar
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
8.2/10 Very Good! (2,985 reviews)
"Beautiful area nice staff"

Reviewed on 24 Feb 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
The price is €211 per night from 4 Mar to 5 Mar
€211
includes taxes & fees
4 Mar - 5 Mar
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.
8.2/10 Very Good! (1,666 reviews)
"Arrived early and room wasn't ready but was given a room number and told that if we were assigned a new room that that number would be texted to me. Never received text about room change, when my party returned to hotel late Friday we were unable to find the room and when I inquired at front desk ..."

Reviewed on 24 Feb 2025

Hilton Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €96 per night from 27 Feb to 28 Feb
€96
includes taxes & fees
27 Feb - 28 Feb
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.
7.8/10 Good! (8,535 reviews)
Well worth it
"Wonderful building, incredibly helpful staff and fast service!"

Reviewed on 23 Feb 2025

Congress 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.