Holidays to Chicago

from as little as £448

3 nights in Hotel Versey, Chicago, departing London Heathrow on 24 / Jan / 2020 with Austrian Airlines

Subject to availability, prices correct of the last 24 hours
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Welcome to Chicago

If you're looking for a cheap holiday to Chicago, you've come to the right place. We search and compare loads of deals every day, to help you find that best price. What are you waiting for? Find the best Chicago trip for your budget with Netflights.

Our holiday guide to Chicago

Price hacks, travel tips and more

Fancy a city break to Chicago? At Netflights, we compare hundreds of holidays to Chicago to help you get more bang for your buck. Whether you’re after a romantic getaway, a family holiday or a trip with your mates, we’ve got just the thing.

Chicago is a popular holiday spot in USA but prices vary throughout the year. If you want a cheap deal, try looking for holidays in January, when prices are at their lowest. September is the most popular time to visit Chicago so, if you want to go then, it’s best to book in advance.

If you’re flexible on travel dates, try searching for holidays to Chicago by month to find the cheapest deals. It’s also worth considering different flying days – flights will probably be cheaper on a Tuesday than a Friday, for example.

There are roughly 1,361 flights from the UK to or via Chicago every week, so you’ve got plenty of options. Norwegian Air UK often have the best flight deals, so keep an eye out for them in your holiday search results.

Flights to Chicago from the UK

from £265 pp
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from £433 pp
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from £441 pp
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from £436 pp
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from £655 pp
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from £513 pp
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Holidays to other cities near Chicago

The above prices are guidelines only and are correct at the time of publishing. Subject to availability. Family prices are based on 2 adults and 2 children under 12 sharing a room. Other travel dates are available, supplements may apply. Please use the search box or call for details. For more information please read our Pricing Terms and Conditions.

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