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 €517

  • Cheapest month to travel

    April

  • The cheapest day to fly

    Tuesday

  • Lowest prices

    6 months before
Oct
€593
Nov
€521
Dec
€579
Jan
€539
Feb
€586
Mar
€629
Apr
€517
May
€629
Jun
€635
Jul
€758
Aug
€633
Sept
€900

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 = 0.89 EUR
Chicago
Chicago is a city in the USA, set on Lake Michigan in the state of Illinois. It is the country's third largest city by area and population, with a metropolitan area of 9.3 million people. It is an important transport hub, with O'Hare airport and many movable bridges. Known for skyscrapers such as the Willis Tower, it is a cultural and financial centre. Average temperatures are -5°C in winter and 25°C in summer. It is best visited from spring to autumn, to enjoy the festivals and attractions.