Your travel platformSkip navigation

Scan the QR code and download our app

Chicago

Flights to Chicago

Special flight deals to Chicago

Why book flights with eSky?

Largest choice of flights

With flights from over 500 airlines, we'll find your perfect match in seconds.

Flexible search

Extend your search to include nearby airports and flex your dates for the cheapest deals.

Excellent products and services

Need travel insurance, cancellation insurance, car hire, local attraction bookings or more? We have you covered.

Over 4950 customer reviews - choose proven quality and book with complete confidence.

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 €439

  • Cheapest month to travel

    November

  • The cheapest day to fly

    Tuesday

  • Lowest prices

    6 months before
Jun
€513
Jul
€637
Aug
€534
Sept
€534
Oct
€518
Nov
€439
Dec
€514
Jan
€586
Feb
€449
Mar
€514
Apr
€522
May
€527

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

    €666

  • 3 months before

    from

    €676

  • 30 days before

    from

    €775

  • 7 days before

    from

    €813

  • 1 day before

    from

    €1,333

Discover the cheapest day to fly

Discover on which day of the week flights are usually the most affordable.
€633
Mon
€533
Tue
€771
Wed
€623
Thu
€599
Fri
€582
Sat
€692
Sun

General information

  • Local time (UTC-6)

  • Flight time from Dublin

  • Exchange Rate

    1 USD = 0.86 EUR
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.

    Popular flights to Chicago

    Popular flights to United States of America