$396 Find Cheap Flights from Ireland to Chicago - Compare and Save

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Cheap Flights from Ireland to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Ireland to Chicago

Thu, Dec 3 - Wed, Dec 9
Icelandair Logo
11:30 am - 5:20 pmDUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
6:30 pm - 10:15 amORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
$515Icelandair
Fri, Dec 11 - Mon, Dec 14
Icelandair Logo
11:30 am - 5:20 pmDUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
6:30 pm - 10:15 amORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
$538Icelandair
Thu, Dec 10 - Mon, Dec 14
Icelandair Logo
11:30 am - 5:20 pmDUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
6:30 pm - 10:15 amORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
$538Icelandair
Thu, Dec 3 - Mon, Dec 7
Icelandair Logo
11:30 am - 5:20 pmDUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
6:30 pm - 10:15 amORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
$551Icelandair
Wed, Nov 11 - Fri, Nov 13
Aer Lingus Logo
3:50 pm - 6:20 pmDUB  Dublin-ORD Chicago O'Hare Intl
8h 30mnonstop
Aer Lingus Logo
8:05 pm - 9:30 amORD  Chicago O'Hare Intl-DUB Dublin
7h 25mnonstop
$639Aer Lingus
Sun, Dec 20 - Wed, Dec 30
Aer Lingus Logo
11:30 am - 2:10 pmDUB  Dublin-ORD Chicago O'Hare Intl
8h 40mnonstop
Aer Lingus Logo
3:55 pm - 5:15 amORD  Chicago O'Hare Intl-DUB Dublin
7h 20mnonstop
$653Aer Lingus
Tue, Dec 22 - Sun, Dec 27
Aer Lingus Logo
11:30 am - 2:10 pmDUB  Dublin-ORD Chicago O'Hare Intl
8h 40mnonstop
Aer Lingus Logo
3:55 pm - 5:15 amORD  Chicago O'Hare Intl-DUB Dublin
7h 20mnonstop
$665Aer Lingus
Mon, Nov 9 - Sun, Nov 15
United Airlines Logo
9:00 am - 3:38 pmDUB  Dublin-ORD Chicago O'Hare Intl
12h 38m1 stop Toronto Pearson Intl
United Airlines Logo
1:30 pm - 10:20 amORD  Chicago O'Hare Intl-DUB Dublin
14h 50m1 stop Washington, D.C. Dulles Intl
$667United Airlines
Mon, Nov 9 - Mon, Nov 16
United Airlines Logo
9:00 am - 5:43 pmDUB  Dublin-ORD Chicago O'Hare Intl
14h 43m1 stop Toronto Pearson Intl
United Airlines Logo
6:30 pm - 8:10 amORD  Chicago O'Hare Intl-DUB Dublin
7h 40mnonstop
$667United Airlines
Sat, Nov 14 - Mon, Nov 16
United Airlines Logo
9:00 am - 3:38 pmDUB  Dublin-ORD Chicago O'Hare Intl
12h 38m1 stop Toronto Pearson Intl
United Airlines Logo
6:30 pm - 8:10 amORD  Chicago O'Hare Intl-DUB Dublin
7h 40mnonstop
$667United Airlines
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a flight to Chicago?

A flight to Chicago costs $721 on average. The cheapest price found on KAYAK in the last 2 weeks cost $425 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs $878 on average, and Shannon to Chicago, which costs $708 on average.

What is the cheapest day to fly to Chicago?

Based on KAYAK data, the cheapest day to fly to Chicago is Thursday where round-trip tickets can be as cheap as $745. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $959 on average.

What is the cheapest month to fly to Chicago?

The cheapest month for flights to Chicago is November, where tickets cost $541 on average for return flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Ireland is $836 and $828 respectively. For one-way flights, the best month to travel is February with an average price of $489.

What is the cheapest time of day to fly to Chicago?

The cheapest time of day to fly to Chicago is generally in the evening, when round-trip flights cost $780 on average. The most expensive time of day to fly to Chicago is generally in the morning, which is peak travel time and where the average cost of a ticket is $815.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Dublin $679 round-trip.

How far in advance should I book a flight to Chicago?

To get a below average price, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $126.

Good to know

Low season

February

Cheapest flight

$396
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Shannon to Chicago

Flights from Ireland to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Ireland to Chicago 
Verified travelerFlew with Aer Lingus-Sep 2026
Get there early enough to be able to relax and shop a bit
JohannaFlew with Aer Lingus-Feb 2026
Are Ling’s was great, and boards from the back of the plane, which made boarding way less chaotic and much quicker.

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 major airports in Chicago. The nearest airport from Chicago city center is Chicago Midway Airport (9 miles), followed by Chicago O'Hare Airport (16 miles) and Chicago Greater Rockford (79 miles).

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $721. The cheapest price found on KAYAK in the last 2 weeks cost $425 and departed from Dublin Airport.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $522 or less one-way and $634 or less round-trip.

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top airline flying from Ireland to Chicago

 
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
Aer LingusOverall score based on 1868 reviews
6.7Food
7.5Boarding
8.1Crew
7.1Entertainment
7.2Comfort
Airline reviews

Still some confusion about my baggage which was disconcerting. It was nice that there was extra space on the flight for comfort reasons. Staff very friendly

8.0 ExcellentAna, Oct 2026
Read more Aer Lingus reviews

Still some confusion about my baggage which was disconcerting. It was nice that there was extra space on the flight for comfort reasons. Staff very friendly

The plane from Venice to Dublin ran out of food. They did not restock the plane in Venice.

The crew was first rate. They allowed me to switch my middle seat to an isle seat and it made my flight home so much more comfortable.

Very comfortable flight. Great service, food options, and entertainment options. With Wi-Fi!

Small plane. Tight seating . What can one say except that it was fast!

The flights are literally always delayed arriving, boarding and taking off so they are always late for the connection. I planned ahead so I was okay but many others aren't. The food was terrible. The staff was very pleasant. I appreciate boarding back to front.

All aspects were excellent - it helped that the flight was only 2/3 full and I had no one sitting in my row. The Pre-check (US Passport Control and Customs) in Dublin made everything so easy when we arrived in Chicago.

Very nice experience. Flight had good entertainment system and good food options. Customer service was very friendly and nice as well.

The same as I stated prior. We incurred extra costs that should be reimbursed, given we were not communicated with about schedule changes.

My flight from Dublin was delayed two hours which ment that I missed my connecting flight to Phoenix. American Airlines provided a hotel room and rebooked my flight for 7:30 AM the next day. I didn't get to the room until 11 pm and I had to be at the airport the next day by 5 AM. The airlines did their best but the schedule was challenging for an 81 year old.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago