€286 Find Cheap Flights to Chicago – Compare and Save

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Everything you should know

Cheapest return flight
€363
Typical prices: €502-€744
Icelandair
Fri 2/3Wed 7/3
DUB - ORD • 1 stop
Cheapest direct flights
€422
Typical prices: €519-€762
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 30m
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!
Flight Deals
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, 2 Mar - Sun, 7 Mar
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
€363Icelandair
Wed, 3 Mar - Sun, 7 Mar
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
€363Icelandair
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
€405Lufthansa
Thu, 5 Nov - Thu, 12 Nov
Multiple Airlines Logo
05:10 - 15:20DUB  Dublin-ORD Chicago O'Hare Intl
16h 10m1 stop Frankfurt am Main
Multiple Airlines Logo
18:50 - 17:45ORD  Chicago O'Hare Intl-DUB Dublin
16h 55m1 stop Zurich
€405Multiple Airlines
Wed, 17 Feb - Sun, 21 Feb
British Airways Logo
10:30 - 18:45DUB  Dublin-ORD Chicago O'Hare Intl
14h 15m1 stop London Heathrow
British Airways Logo
21:50 - 14:55ORD  Chicago O'Hare Intl-DUB Dublin
11h 05m1 stop London Heathrow
€407British Airways
Thu, 5 Nov - Thu, 12 Nov
Lufthansa Logo
10:40 - 13:20DUB  Dublin-ORD Chicago O'Hare Intl
8h 40mdirect
Lufthansa Logo
18:30 - 08:10ORD  Chicago O'Hare Intl-DUB Dublin
7h 40mdirect
€422Lufthansa
Sun, 1 Nov - Tue, 10 Nov
Aer Lingus Logo
11:30 - 14:10DUB  Dublin-ORD Chicago O'Hare Intl
8h 40mdirect
Aer Lingus Logo
15:55 - 05:15ORD  Chicago O'Hare Intl-DUB Dublin
7h 20mdirect
€466Aer Lingus
Fri, 20 Nov - Fri, 4 Dec
Aer Lingus Logo
11:30 - 14:10DUB  Dublin-ORD Chicago O'Hare Intl
8h 40mdirect
Aer Lingus Logo
15:55 - 05:15ORD  Chicago O'Hare Intl-DUB Dublin
7h 20mdirect
€467Aer Lingus
Thu, 5 Nov - Thu, 12 Nov
United Airlines Logo
09:00 - 16:44DUB  Dublin-ORD Chicago O'Hare Intl
13h 44m1 stop Toronto Pearson Intl
United Airlines Logo
18:07 - 10:20ORD  Chicago O'Hare Intl-DUB Dublin
10h 13m1 stop Washington, D.C. Dulles Intl
€472United Airlines
Thu, 5 Nov - Thu, 12 Nov
United Airlines Logo
09:00 - 17:43DUB  Dublin-ORD Chicago O'Hare Intl
14h 43m1 stop Toronto Pearson Intl
United Airlines Logo
18:30 - 08:10ORD  Chicago O'Hare Intl-DUB Dublin
7h 40mdirect
€472United Airlines
Booking Insights

Price, demand, and travel trends for Ireland to Chicago flights

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

What is the cheapest flight to Chicago?

Dublin to Chicago is the cheapest route at €363 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?

A return flight to Chicago costs €600 on average, based on data over the past 12 months on KAYAK. Return fares from Cork average €591, while Dublin runs a bit higher at €592.

What is the cheapest day to fly to Chicago?

Wednesday is the cheapest day to fly to Chicago at €564 return on average over the past 12 months on KAYAK. Monday is the most expensive at €688.

What is the cheapest month to fly to Chicago?

  • November is the cheapest month to fly to Chicago with an average price of €417 return.
  • August (€763) and July (€730) 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 €485 return on average. Morning flights are the most expensive at €621.

What is a good deal for flights to Chicago?

Flights under €502 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 €499
.

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

€286
Best time to beat the crowds (7% less expensive on average)
Most popular time to fly (6% more expensive on average)
Flights from Dublin 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

Your questions about flights to Chicago, answered

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

  • 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 airports serve Chicago?

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

  • 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.

  • How long are direct flights to Chicago from different departure cities?

    Direct flight time to Chicago varies depending on your departure city:

    • from Dublin: 8h 05m
    • from Shannon: 8h 20m

  • 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.

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

    A good deal on a flight to Chicago is around €502 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.

  • How expensive are last-minute flights to Chicago?

    Last-minute fares to Chicago – booked within 2 weeks of departure – run 18% above the average return fare of €600.

  • Which airlines should I consider for flights to Chicago?

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, aim to book around 16 weeks before you fly. That window historically saves about 29% versus last-minute pricing based on KAYAK booking data over the last 12 months.
  • For flights to Chicago, recent KAYAK data shows that stronger deals tend to be around €502 return. If you see a fare below that threshold, it's a good deal – book before the price climbs back up.
  • If you can choose when to go, aim to travel to Chicago in November. Return fares historically average €417 that month – typically the cheapest month to travel based on 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 €137 per return. Evening flights to Chicago average €485 compared to €621 for morning flights. See the time-of-day chart above for the full breakdown.
  • 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 Finnair 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 1429 reviews
8.2Crew
7.4Comfort
6.7Food
6.9Entertainment
7.7Boarding
Airline reviews

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

2.0 MediocreDivya, Aug 2026
Read more Finnair reviews

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.

Late, dirty cabin, charging ports broken, uncomfortable, no tomato juice, barely edible food

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

The crew was friendly, and the flight landed on time

Rude Iberia security crew at the Madrid terminal. No Iberia officials to be found to redress complaints at the gate. No supervisors. Nothing for processing upgrades at the gate Iberia app did not work to let me upgrade my options to higher classes. No water was offered on a hot day in Madrid. Madrid airport air conditioning was so weak that people were sweating. Never book on any airlines that codeshare with Iberia.

Great if not for the boarding by bus at Heathrow terminal 3. Medieval disappointing time-consuming and very hard on handicapped flyers. It was awful

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

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 counter person at the gate was rude and demeaning, to the point that I wouldn't fly this airline again.

Crew was great. Seats are cramped and uncomfortable and I’m a small person.

Awful. Delay after delay. And then again on the tarmac.

Kept changing the takeoff time and the moved it up so arrived when boarding had already started. Then sat waiting to taxi in for a long time

Food was not Good Nuts came very wet & not tasting Good Main course I asked for Steak they got me Chicken because they don’t have more !!!!

It cancelled and we were unable to catch our connecting international flights.

Leaving at 7 when scheduled to leave at 4:20 - you tell me. Understood there was a ground stop. Then having to "reboot" the plane because of a lighting strike, also understood. But basically the flight was a "clusterf#$%".

On boarding crew at the airport called in the boarding numbers too early meaning before the previous line was completed resulting in later numbers getting to board ahead. Also she asked those who boarded from number 3 to have the tags in their carry-on bags and leave it in the jet bridge. Most of the overhead bins were empty though. This is more work for the ground staff in addition to more inconvenience for passengers waiting to get their carry-ons from the jet bridge.

ok, butt flght was delyed for 2,5h from Frankfurt, and next Flight to Columbuse same

I was advertised a free seat selection for a "Smart" fare through BusinessClass.com. I was never able to select a seat. I thus paid extra for a bill of goods I was never provided. would love to speak with a representative of Kayak

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.

Very pleasant staff, there was some turbulence but the captain was very apologetic and gave notice where possible.

The flight itself was excellent, but getting to the plane was literally an exercise in pain. My wife needs a wheelchair and can only stand/walk for short periods before having extreme pain. We had to take a bus to a loading platform and use a terrible elevator to get up to the plane. Meanwhile the rest of the bus were using the stairs. This meant the people who needed to sit down were stuck standing at the end of the line while everyone else boarded. My wife was in agony.

It was amazing. I sat in First Class as a Saga Premium member, and my service was top notch. It was wonderful. I only recently joined Saga Club since I do travel to Scandinavia often and enjoy flying through Reykjavik on Iceland Air versus other ways of travelling to Europe. This was my first trip sitting in first class, which I honestly wasn’t expecting!

There were no places to sit at the gate. Most people had to sit on the floor or stand waiting for the gate to open and board. We were told we needed passport and the person hardly looked at them. Maybe for 2 seconds. No announcement made asking to board by row or group. On a 5.5 hour flight the crew only came through the cabin 2 times offering water and buy everything else. For the price of the ticket at least offer free soda! The airliner was very comfortable

Crew was wonderful. I knew going in that the seats were not lie-flat in business class, but they reclined less than I expected. To save on waste, you have to ask for which pieces of the amenity kit you are interested in, which they will gladly give to you. Flight was fairly short, so no issues. I did have one piece of luggage not show up at terminal on landing. They were great about looking for it. Found it...it actually did make the flight and was listed as "not picked up" (?????--we stayed over an hour looking for it, including in the odd-sized baggage claim.) Since "not picked up" they will not ship to my house and I have to go back to airport, which is in another town. I probably could have pressed this issue, but headed back to airport for another flight anyway, so will pick up then.

It didn't happen. Icelandair cancelled the flight from Nuuk, Greenland to Reykjavik, Iceland so I couldn't fly to Portland. Additionally Icelandair rebooked me on a flight that got cancelled too.

How can the airline deploy the oldest 757-200 with a broken down entertainment system and no WiFi for a cross Atlantic 7:50 hr torture chamber experience?? My seat 3A couldn’t be reclined. The footrest was flimsy and useless. And there’s no leg support unlike their newer 737-Max which they lavish on intra-Europe routes. Shame!!

At least one soda free, felt like I was nickeled to death.

Comfort of seats is not good. Like sitting on a rock for 6 hours. Also no in flight food and limited beverages unless you pay is not nice. Need flight to be dark during the “night” but attendants don’t ask for shades to be lowered..

Good. Lacking overhead bin space. No food offered but you can order online or in flight and pay for snacks.

We had to be bussed to the plane. And it was raining. Not a pleasant 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

We were in premium economy seats that appeared to be locked in plae, No reclining. My aching back.

Travelling to a place near Chicago?

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