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Chicago - Cheap flights to Chicago

Special flight deals to Chicago

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Find the best time to book cheap flights to Chicago

Flexible on travel dates? Discover the cheapest month to fly to Chicago

  • Cheapest round-trip flight

    from US$993

  • Cheapest month to travel

    October

  • The cheapest day to fly

    Thursday

  • Lowest prices

    6 months before
Aug
US$1,257
Sept
US$1,224
Oct
US$993
Nov
US$1,185
Dec
US$1,856
Jan
US$1,871
Feb
??
Mar
US$1,853
Apr
??
May
??
Jun
??
Jul
US$1,704

When is the best time to buy flight tickets?

Find out how far in advance it's worth booking round-trip flights.

  • 6 months before

    from

    US$937

  • 3 months before

    from

    US$1,915

  • 30 days before

    from

    US$1,044

  • 7 days before

    from

    US$1,531

  • 1 day before

    from

    US$1,649

Discover the cheapest day to fly

Discover on which day of the week flights are usually the most affordable.
US$1,081
Mon
US$1,083
Tue
US$1,282
Wed
US$1,054
Thu
US$1,873
Fri
US$1,688
Sat
??
Sun

General information

  • Local time (UTC-6)

  • Flight time from Nairobi

  • Local currency

    USD
Chicago
Chicago is a city in the USA, located on Lake Michigan in the state of Illinois. It's the third-largest city in the country by size and population, with a metropolitan area home to about 9.3 million residents. It serves as a major transportation hub, featuring O'Hare International Airport and numerous movable bridges. Renowned for its skyscrapers like the Willis Tower, it is a cultural and financial center. Average winter temperatures are -5 °C, while summer averages 25 °C. The best time to visit is from spring to autumn to enjoy festivals and attractions.