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Cheap Flights to Chicago

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Chicago is a skyscraper metropolis. The Windy City is a feat of modern architecture and home to what was once the world’s tallest building, Sears Tower, Chicago may not be a traditional tourist destination but you will find that the Second City is well worth a visit. As the hub of the Midwest, Chicago is not to be overlooked. Its picturesque skyline is reflected in the waters of Lake Michigan. World-class museums of art and science, fine public art, huge parks and sandy beaches and a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups) make it an unbeatable destination for a holiday. First stop should be the lakefront, from Lakeview to Oak Street Beach, the entire area is bustling for things for you to do and to see. Whatever your passion, Chicago will match it.

When to fly to Chicago

Chicago’s seasons are intense – it’s hot in the summer and cold in the winter – but savvy travellers can always find cheap airline tickets to Chicago.

 Peak Season:

Summer is between June and August and it is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, in spite of the heat and humidity from the Lake. September can be the most enjoyable and mild month of the year but there's less going on during this period.

Off Season:

January to March is when Chicago is least busy and deals on cheap hotels and flights are usually attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

Getting around Chicago

There are plenty of ways to get around Chicago: hop on the ‘L’ (short for elevated train), the city’s subway system, or one of the buses that runs all over the city. For information about fares and routes, check out the website for the Chicago Transit Authority. Traffic is often congested, especially during rush hour, and driving isn’t recommended. Cycling is a popular way to get around and with all of Chicago’s lakefront property, it can be a great way to enjoy the city.

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UK & Ireland departure airports for flights to Chicago


Useful information about Chicago

Photo of Chicago   Chicago
Avg temperature for this monthChicago25 °CSource: World Weather Online
Average monthly rainfall inChicago59.6 mmSource: World Weather Online
Average flight time toChicago8 hrs 33 mins
Rate of exchange inChicago$1.00 = £0.61Source: Oanda
Airlines that fly toChicagoAir France, Air Canada and Delta Air Lines
Deals available on flights toChicago1605
Advertisers with deals, and Travelup
Advertisers with deals toChicago37
Lowest flight deal toChicago£455
Average flight offer toChicago£794

 How much do things cost in Chicago?

  • Small bottle of water (0.33 litre): £0.89
  • Bottle of wine: £7.67
  • Local draught beer (0.5 litre): £2.46
  • Cheap meal: £6.14
  • Meal at McDonald's or similar: £3.99
  • Bottle of beer (imported beer): £1.60
  • Petrol (1 litre): £0.65
  • One-way ticket (local transport): £1.38
  • Pack of Marlboro cigarettes: £6.14
  • Coke/Pepsi (0.33 litre): £1.02
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