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Cheap round-trip flights from Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

How ebookers can source the best flights from Chicago

If you’re looking to book a flight from Chicago, ebookers will make the whole process swift and straightforward. Our user-friendly service lets you put in your destination and preferred dates to see exactly which carriers and routes are available. Do you have a particular airline you love to travel with? Our tool will let you search specifically to see if they offer flights from CHI. Additional filters for refundable flights and multiple destinations will put additional info at your fingertips in a matter of seconds.

Bagging the best deal on a flight from CHI

There are a few simple ways to cut costs when booking flights from Chicago. First up, can you be flexible on when you fly out? Even shifting things by a day, or a few hours, can make a big difference in how much you spend, as fares can vary significantly. This is where a bit of online research ahead of time comes in handy. On top of that, ebookers offers an added way of saving money. If you use our service to book a hotel in your chosen destination at the same time as booking your flight from Chicago, you can get up to 15% off the overall price. Researching potential pads is easy as well, with our list of concise hotel descriptions providing all the info you need.

After touching down in your destination

As well as giving you the lowdown on available flights, ebookers will help you put together your list of fun activities for your eventual destination. Just head over to our Things to Do tool and soak up some inspiration on what you can get up to after stepping off the flight from CHI. Depending on how much exploring you plan on doing, you might also like to check out our car hire deals and arrange to have your own set of wheels waiting for you when you arrive.

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Featured Hotels near Chicago

See all 2,455 Properties in Chicago
£60
La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 out of 5.0 1 S Franklin Street, Chicago, IL
5/5
(2 Reviews)
The comfortable rooms at La Quinta Inn & Suites by Wyndham Chicago Downtown get high marks from our customers. During your stay, you're just a quick walk from Willis Tower. Features include free WiFi in public areas, plus a restaurant and a fitness centre. Built in 2009, this 3-star hotel has 241 rooms over 9 floors. Each room includes amenities such as free WiFi and a flat-screen TV.
Reviewed on 14 Sep 2019

Excellent location for sightseeing, loved everything, excellent breakfast, could not fault it

 
£104
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5.0 85 East Wacker Drive, Chicago, IL
4.7/5
(12 Reviews)
Our customers tell us that they can't get enough of the comfortable rooms at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars. Built in 2016, this 4.5-star hotel has 452 rooms over 23 floors. All rooms offer free WiFi and LED TVs.
Reviewed on 29 Oct 2019

Location it’s top, beds are so comfy, view on to the river was awww. Only disappointing side is, no mini bar, water by the bed side at a cost of extra $5, i booked a 2 queen bed, but when I got there apparently I booked an accessible room .. sure, was offered upgrade at another cost so, staff were ...

 
£92
Royal Sonesta Chicago Riverfront

Royal Sonesta Chicago Riverfront

4.0 out of 5.0 71 E Wacker Dr, Chicago, IL
4.7/5
(6 Reviews)
Royal Sonesta Chicago Riverfront's walkable location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Theatre. Features include free WiFi in public areas, plus a 24-hour fitness centre and a 24-hour business centre. This 4-star hotel has 381 rooms over 39 floors. Each room includes amenities such as free WiFi and a pillowtop bed.
Reviewed on 25 Jul 2019

Busy but good service all round. Excellent grand view rooms apart from Trump words in 10 foot letters on building opposite.

 
£53
The Whitehall Hotel

The Whitehall Hotel

4.0 out of 5.0 105 E Delaware Pl, Chicago, IL
4/5
(12 Reviews)
The great public transport around The Whitehall Hotel gets high marks from our customers. During your stay, you're just a quick walk from John Hancock Center. Free WiFi in public areas, 2 restaurants and a fitness centre are available. Built in 1927, this 4-star hotel has 222 rooms over 21 floors. Each room includes amenities such as free WiFi and a flat-screen TV.
Reviewed on 15 Aug 2019

They took $225 from my account as"accidentals" which i wasnt prepared for and was never told.This was unusual and uncalled for because i had no budget for this and the guy was a bit rude telling me to call ebookers to cancel the reservation.

 
£128
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5.0 323 E Wacker Dr, Chicago, IL
3.6/5
(5 Reviews)
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Enjoy features like free WiFi in public areas, plus 2 bars and a restaurant. Built in 1988, this 4.5-star hotel has 661 rooms over 43 floors. All rooms offer LCD TVs and fridges.
Reviewed on 24 Sep 2018

Schade, dass die Zimmer immer noch mit Teppichboden ausgestattet sind. Lage optimal, Aussicht von den Eckzimmern einzigartig, Front Desk Personal sehr hilfsbereit und freundlich

 
£107
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 out of 5.0 151 East Wacker Dr, Chicago, IL
2.7/5
(3 Reviews)
Our customers tell us that they enjoy the clean rooms at Hyatt Regency Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars. This 4-star hotel has 2019 rooms over 36 floors. Enjoy your stay with amenities like free WiFi and a pillowtop bed in each room.
Reviewed on 12 Sep 2018

Nice large hotel in good location. Stay was interrupted by strike and noise from picketing staff from very early morning. Otherwise no concerns.

 

Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.