€347 Find Cheap Flights to Chicago – Compare and Save

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Everything you should know

Cheapest return flight
€354
Typical prices: €516-€764
Icelandair
Sat 17/11Sat 1/12
DUB - ORD • 1 stop
Cheapest direct flights
€445
Typical prices: €533-€783
Lufthansa
Mon 5/11Mon 12/11
DUB - ORD • Direct
Direct flights
You can fly direct with Aer Lingus and United Airlines. Average duration is 8h 32m
FAQs
FAQs
Top airlines
Most flights • 14 per week
Best reviews • 7.6 score
Airline reviews
+1
Airline reviews
+1
Top routes
Cheapest • 8% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 16 weeks in advance save around 29% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
+1
Good to know
+1
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We hope you enjoy your trip to Chicago!
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Booking Insights
Flight Deals

Cheap Flights to Chicago

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

Recent return flight deals to Chicago

Tue, 17 Nov - Tue, 1 Dec
Icelandair Logo
11:30 - 17:20DUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
18:30 - 10:15ORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
€354Icelandair
Wed, 18 Nov - Tue, 1 Dec
Icelandair Logo
11:30 - 17:20DUB  Dublin-ORD Chicago O'Hare Intl
11h 50m1 stop Reykjavik Keflavik Intl
Icelandair Logo
18:30 - 10:15ORD  Chicago O'Hare Intl-DUB Dublin
9h 45m1 stop Reykjavik Keflavik Intl
€354Icelandair
Thu, 5 Nov - Thu, 12 Nov
Lufthansa Logo
05:10 - 13:10DUB  Dublin-ORD Chicago O'Hare Intl
14h 00m1 stop Frankfurt am Main
Lufthansa Logo
18:30 - 08:10ORD  Chicago O'Hare Intl-DUB Dublin
7h 40mdirect
€418Lufthansa
Fri, 20 Nov - Wed, 2 Dec
United Airlines Logo
10:40 - 13:20DUB  Dublin-ORD Chicago O'Hare Intl
8h 40mdirect
United Airlines Logo
13:30 - 10:20ORD  Chicago O'Hare Intl-DUB Dublin
14h 50m1 stop Washington, D.C. Dulles Intl
€423United Airlines
Sat, 21 Nov - Thu, 3 Dec
United Airlines Logo
10:40 - 13:20DUB  Dublin-ORD Chicago O'Hare Intl
8h 40mdirect
United Airlines Logo
18:15 - 10:20ORD  Chicago O'Hare Intl-DUB Dublin
10h 05m1 stop Washington, D.C. Dulles Intl
€423United Airlines
Thu, 5 Nov - Thu, 12 Nov
Lufthansa Logo
05:10 - 13:10DUB  Dublin-ORD Chicago O'Hare Intl
14h 00m1 stop Frankfurt am Main
Lufthansa Logo
21:50 - 17:10ORD  Chicago O'Hare Intl-DUB Dublin
13h 20m1 stop Munich Franz Josef Strauss
€424Lufthansa
Mon, 16 Nov - Wed, 2 Dec
Air Canada Logo
09:00 - 17:43DUB  Dublin-ORD Chicago O'Hare Intl
14h 43m1 stop Toronto Pearson Intl
Air Canada Logo
12:50 - 07:10ORD  Chicago O'Hare Intl-DUB Dublin
12h 20m1 stop Toronto Pearson Intl
€427Air Canada
Sun, 22 Nov - Wed, 2 Dec
Air Canada Logo
09:00 - 17:43DUB  Dublin-ORD Chicago O'Hare Intl
14h 43m1 stop Toronto Pearson Intl
Air Canada Logo
12:50 - 07:10ORD  Chicago O'Hare Intl-DUB Dublin
12h 20m1 stop Toronto Pearson Intl
€427Air Canada
Fri, 13 Nov - Sun, 22 Nov
Aer Lingus Logo
15:50 - 18:20DUB  Dublin-ORD Chicago O'Hare Intl
8h 30mdirect
Aer Lingus Logo
15:55 - 05:15ORD  Chicago O'Hare Intl-DUB Dublin
7h 20mdirect
€490Aer Lingus
Fri, 12 Feb - Mon, 15 Feb
Aer Lingus Logo
16:40 - 19:15DUB  Dublin-ORD Chicago O'Hare Intl
8h 35mdirect
Aer Lingus Logo
21:00 - 10:25ORD  Chicago O'Hare Intl-DUB Dublin
7h 25mdirect
€492Aer Lingus
Booking Insights

Price, demand, and travel trends for flights to Chicago

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

What is the cheapest flight to Chicago?

Dublin to Chicago is the cheapest route at €354 return, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

How much is a flight to Chicago?

On average, a return flight from Ireland to Chicago costs €616, based on KAYAK data over the past 12 months. Return fares from Cork average €607, while Dublin runs a bit higher at €608.

What is the cheapest day to fly to Chicago?

Wednesday is the cheapest day to fly to Chicago at €579 return on average over the past 12 months on KAYAK. Monday is the most expensive at €706.

What is the cheapest month to fly to Chicago?

•November is the cheapest month to fly to Chicago with an average price of €428 return.
•August (€784) and July (€750) are the most expensive.
•Based on KAYAK data over the past 12 months.

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

Night flights to Chicago are the cheapest at €498 return on average. Morning flights are the most expensive at €638.

What is a good deal for flights to Chicago?

Flights under €516 are considered a good deal. 25% of KAYAK users found return flights to Chicago at or below these prices, with the lowest fares from:
•Dublin €512.

When are flights to Chicago the cheapest?

Flights to Chicago are cheapest 16 weeks before departure. Booking in this window typically costs about 29% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for flights to Chicago

Low season

January

Cheapest flight

€347
Beat the crowds with an average 59% drop in traveller numbers.
The most popular month to fly with an average 23% increase in traveller numbers.
One-way flight from Shannon to Chicago O'Hare Intl Airport

When to book flights to Chicago

Are your dates flexible? Find out the best times to travel to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Flights to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew to Chicago 
Verified travelerFlew with Aer Lingus-Sept 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.

Your questions about flights to Chicago, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines, and booking questions.

  • How do I know if a flight to Chicago is a good deal?

    A good deal on a flight to Chicago is around €516 return. This fare is in the lowest 25% of return flight prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • Which airports serve Chicago?

    Flights to Chicago arrive at: Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • How long is a direct flight to Chicago?

    Direct flights to Chicago are available from Dublin, with a flight time of about 8h 05m.

  • How expensive are last-minute flights to Chicago?

    Last-minute fares to Chicago (booked within two weeks of departure) are typically 18% higher than the average return fare of €616.

  • What is the difference between the most popular and the most frequent airline at Chicago?

    Aer Lingus operates the most flights from Ireland to Chicago at 14 per week, and for this route Aer Lingus is also the airline most often selected by KAYAK users searching for flights from Ireland to Chicago. The two are sometimes different because flight volume reflects an airline's schedule, while popularity reflects traveller choice.

  • Which airlines should I consider for flights to Chicago?

  • How many flights serve Chicago?

    Chicago receives 3 flights per day and 21 per week from across the world. Dublin has the most flights to Chicago with 21 weekly flights.

  • Which airports serve Chicago and the surrounding area?

    Flights to Chicago can arrive at several major airports serving the metro area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Nearby alternatives within 80.5 km of Chicago include Chicago Midway (MDW). This airport is not in Chicago itself but may be useful depending on your route, airline, and onward travel plans.

Your guide to booking Chicago flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For the best chance at a low fare to Chicago, book around 16 weeks before departure. Based on KAYAK data from the last 12 months, fares are historically about 29% lower during this window than last-minute fares.
  • For flights to Chicago, a good return fare is around €516. If you find a fare below that, you're getting a strong deal.
  • If your travel dates are flexible, consider flying to Chicago in November. Return fares historically average €428, making November the cheapest month to travel based on KAYAK data from the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat selection costs on budget carriers.
    • Verify whether you need any travel documents beyond an ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to evening to save up to €140 on a return flight. Evening flights to Chicago average €498 compared to €638 for morning flights.
  • Bag allowances vary by airline, fare type, cabin class, and route. On flights to Chicago, some airlines may include bags at no extra cost. For example, Aer Lingus includes a cabin bag and a checked bag in Economy class, United Airlines includes a cabin bag and a checked bag in Economy class, and Iberia includes a cabin bag and a checked bag in Economy class. Always check the fare details before booking, since bag policies can change by ticket type.
  • Once you arrive in Chicago, a few great places to start are Magnificent Mile, McCormick Place, and Grant Park. These are popular with first-time visitors and can give you a good feel for the area.

Reviews of the top 5 airlines flying 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.
7.6
FinnairOverall score based on 1431 reviews
6.9Entertainment
6.7Food
7.4Comfort
8.2Crew
7.6Boarding
Airline reviews

Business class should have free wi-fi. Food was horrible

4.0 OkayAnonymous, Sept 2026
Read more Finnair reviews

Business class should have free wi-fi. Food was horrible

Will never fly American Airlines business class again. Medicore service and very old aircraft.

Staff went above and beyond with their care for us. Flight attendants were very attentive to our needs. Food seemed too rich and too salty. Flight was fine, even with turbulence at points.

It all went very smoothly, love the new planes and cabin crew upbeat and friendly Food ok, but that is the hardest part of it all

Finnair was ok. But some things were pretty bad: 1. Crew was not friendly, especially a crew member named, Maria. She woke me up while I was deep asleep by force just to let me know that 2 people can’t be on the same seat (my toddler and me) for sleeping. 2. There was no vegetarian option in the menu so I had to eat bread for one meal 3. They didn’t have an option for child meal

The food was delicious. There has been a major improvement here in the last few years. Excellent, friendly service. An enjoyable experience.

Awful. Delayed for unknown reason. Boarded late, part of a Tight connection ands had to go through customs and immigration. And they lost my bags.

Flight on time, landed well ahead of schedule. Attendants were excellent and responsive

Do not use KAYAK or Finair for future travel. Unless you purchase the tickets directly from the airline, you were going to have a difficult time checking in. Kayak canceled my flights twice and ended up causing great difficulty in me getting back from Europe because they double sold my tickets between American Airlines and Finair. The event caused significant delays and led to me having to rebook my flights.

It was listed on my ticket as Finnair but there was no indication that the flight was Finnair. In fact the number was even different. There were no employees there until exactly 2 hours before so we had to wait in line at Iberia and hope

Raleigh to Chicago was OK. The problem was Chicago to Lincoln. Flight was delayed 4 hours. Give them credit for the updates and reason why it was delayed

Comfortable seats and good crew. There should be some breakfast options in menu for economy class to purchase Wifi was not working in the flight

On time. Accommodated carry on and personal bag in the plane. Good entertainment available and access without using own device. Gave a whole can of juice rather than a pour. Seat did not recline much.

Good, our flight was delayed but that was totally out of their control due to weather and a presidential visit.

The price. Omg $1100. Was crazy and it was not clear on the website.

Excellent. I had a medical emergency on flight SNA-ORD and the attendants were very helpful.

After having bad experience last time This time they were very good

Usual wait for over a half hour for a gate at Ohare. They tell you you'll get there early then sit on the plane and wait almost an hour

Plane congestion resulted in a 1 hr wait from landing to arrival at the gate. This was in addition to also experiencing extreme delays on my incoming flight.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

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.

I like Aer Lingus so that is why I’m writing this critique so they can become better. The boarding gate was too small to board properly. Our seats were toward the back of the plane knowing we would be boarding after business class, we moved to that area after business class boarded. An Aer Lingus employee told us we couldn’t stand there. We explained we were the next group to board and wouldn’t even be able to hear when our boarding was called. She didn’t care and was not very professional. The cabin was freezing. I wouldn’t feed my dog the food. We were over an hour late coming into chicago because of weather which can’t be avoided. I asked the crew if they could make an annoucement for before whose final destination is chicago to wait and allow the people with connecting to deplane first. He said there are a lot of people with connecting flights. He said, it doesn’t matter. Well, yes it does. He could have been more considerate of his passengers.

Excellent crew, food and service. Boarding via bus is always a pain but overall really good

The plane needs upgrading, the seats are uncomfortable, we are a family of three and they split us and did nothing to group us together, and the food is horrible compared to other airlines bu

Boarding was odd. Gates switched and had to take a bus to the plane. Luggage got lost. Still waiting on one bag. Flight itself was very nice!

I had a great experience , crew was great and enjoyed the entertainment options I will be booking my next International trip with them .

The flight was decent. I purchased my flight through Iberia, traveling with my elderly mother with mobility issues. I try to pay for luggage and seats online prior but Iberia website directs me to AA website. AA airlines website does not recognize the record locator. My mother and I are separated and each get a middle seat. She is seated the furthest away from a bathroom. I had to sit behind her to see her wave at me to use the bathroom. Lights out on the flight and I could not see her wave and she is not tech savvy to push an attendant button even though I showed her how. The attention to this detail puts AA at the bottom of my list when traveling with my elderly mother. Bad execution and handling when servicing those with extra needs due to mobility. I could not get her to the bathroom because she’s slow and she had to wait for me to get up from my middle seat then move her out of her middle seat. She had an accident which required that I hel her clean up before taking her back to her seat.

Horrible see last review they lost my bag had to sprint to gate no inflight wifi

They cancelled our NON_STOP flight from London to Chicago 22 hours before our flight. After a 2 hour phone call, they rescheduled us from London to Barcelona (Wrong way to USA) 2 hour lay over, and then to Chicago for a 9 1/2 hour flight at 6 am. Ruined 2 days of our vacation. We will not fly British Airways again.

Mediocre. I didntneat for more than 9h. Pregnant and diabetic. 0 care from The crew.

As a disabled passenger the arrangements for getting me to the plane and onto the plane were excellent as was the reception and arrangements at Chicago.

It was not Iberia. It was with United. It was great!!!

roomiest flight in economy I've taken in years. Excellent experience!

I was booked to travel from Dallas to Nairobi via Chicago and Brussels and had been issued boarding passes for all three segments of my journey. At the boarding gate in Dallas, I was required to check my carry-on luggage due to limited cabin space. Despite my attempts to explain that I was traveling internationally and would not have access to the bag during transit, my concerns were not considered. I also informed the staff that I did not have a padlock to secure the luggage, but this was disregarded. Consequently, I had to hastily transfer essential items from my carry-on into my handbag. To my surprise, upon arriving at Chicago Airport, I observed numerous international travelers boarding with cabin bags that were significantly larger than mine. This experience left me extremely disappointed and led me to decide against using United Airlines for future international travel, a sentiment I have also shared with friends and family. Unfortunately, the onboard experience on the Chicago to Brussels flight further reinforced my dissatisfaction. The cabin crew appeared disengaged, indifferent, and lacking in attentiveness, resulting in a service experience that fell well below my expectations.

I want to highlight the crew members and their excellent work and professionalism. They work hard to make a long trip the most comfortable as possible, the food and drinks they offer are pretty good. And they are always asking if you need something else. I have had experiences with other airlines where you have to basically beg for a bottle of water. This is not the case. Highly recommended!!!

the blanket was great and pillow helped. really need a toothpick packed with meals

Very comfortable plane. The food was very good (for airplane food). The crew was great

The legroom was lacking and the entertainment system lacked adequate selection of older films. Modern films are generally not very good.

Perfect airline, super friendly, great service, tasty food. Would fly again.

Everything could have been better. What needed to be wrong with United went wrong

It was good. The seats in economy weren’t bad

Very good. Comfortable and I felt well taken care of from start to finish

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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