€373 Find Cheap Flights to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 18/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Flight Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals to Chicago

Mon, 3 Nov - Mon, 10 Nov
Lufthansa Logo
05:10 - 13:10DUB-ORD
14h 00m1 stop
Lufthansa Logo
21:50 - 17:10ORD-DUB
13h 20m1 stop
€392Lufthansa
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Wed, 24 Dec - Sat, 10 Jan
Delta Logo
05:55 - 14:20DUB-ORD
14h 25m1 stop
Delta Logo
10:40 - 07:50ORD-DUB
15h 10m2 stops
€393Delta
Find Deal
Sat, 1 Nov - Sat, 8 Nov
Aer Lingus Logo
15:20 - 18:55DUB-ORD
8h 35mdirect
Aer Lingus Logo
15:50 - 05:10ORD-DUB
7h 20mdirect
€400Aer Lingus
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Sun, 11 Jan - Mon, 19 Jan
United Airlines Logo
09:00 - 15:10DUB-ORD
12h 10m1 stop
United Airlines Logo
12:38 - 07:30ORD-DUB
12h 52m2 stops
€401United Airlines
Find Deal
Mon, 3 Nov - Sun, 9 Nov
United Airlines Logo
10:40 - 13:30DUB-ORD
8h 50mdirect
United Airlines Logo
18:35 - 08:10ORD-DUB
7h 35mdirect
€404United Airlines
Find Deal
Mon, 3 Nov - Mon, 10 Nov
Aer Lingus Logo
13:30 - 16:00DUB-ORD
8h 30mdirect
Aer Lingus Logo
15:50 - 05:10ORD-DUB
7h 20mdirect
€413Aer Lingus
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Sun, 8 Feb - Thu, 12 Feb
Icelandair Logo
11:30 - 17:20DUB-ORD
11h 50m1 stop
Icelandair Logo
18:30 - 10:15ORD-DUB
9h 45m1 stop
€445Icelandair
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Sat, 7 Feb - Thu, 12 Feb
Icelandair Logo
11:30 - 17:20DUB-ORD
11h 50m1 stop
Icelandair Logo
18:30 - 10:15ORD-DUB
9h 45m1 stop
€446Icelandair
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Thu, 6 Nov - Mon, 10 Nov
American Airlines Logo
07:50 - 15:25SNN-ORD
13h 35m1 stop
American Airlines Logo
15:08 - 16:45ORD-SNN
19h 37m2 stops
€524American Airlines
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Thu, 6 Nov - Mon, 10 Nov
American Airlines Logo
07:50 - 17:00SNN-ORD
15h 10m1 stop
American Airlines Logo
20:40 - 16:45ORD-SNN
14h 05m1 stop
€525American Airlines
Find Deal

Everything you should know

Top airlines
Aer Lingus
Most flights • 20 per week
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
DUB-CHI
Cheapest
SNN-CHI
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 17% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
€392
Overall average: €444
Lufthansa
Mon 3/11Mon 10/11
DUB - ORD • 1 stop
Cheapest direct flights
€392
Typical prices: €452-€595
Brussels Airlines
Wed 24/12Sat 10/1
DUB - ORD • Direct
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

What is the cheapest flight to Chicago?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

If travelling to Chicago, the cheapest city to fly from in the last 3 days was Dublin, with flights as low as €373 one-way and €392 return. Flights from Shannon are the most searched and start at $198 for a return trip.

How much is a flight to Chicago?

The average and cheapest price for all round-trip flights to Chicago from each origin found by users searching on KAYAK in the last month.

On average, a flight to Chicago costs €751. The cheapest price found on KAYAK in the last 2 weeks cost €393 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €686 on average, and Shannon to Chicago, which costs €807 on average.

See prices from:

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is September, where tickets cost €418 on average for one-way flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Ireland is €605 and €595 respectively. For return trips, the best month to travel is September with an average price of €418.

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 €398 one-way - €582 return.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 31 days 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 Midway Airport, with an average flight price of €151.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight€373
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (3% more expensive on average)
Flight from Dublin to Chicago O'Hare 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs - booking Chicago flights

  • What is the cheapest flight to Chicago?

    If travelling to Chicago, the cheapest city to fly from in the last 3 days was Dublin, with flights as low as €373 one-way and €392 return. Flights from Shannon are the most searched and start at $198 for a return trip.

  • Which Chicago airport is closest to central Chicago?

    The distance between Chicago Midway Airport and the city centre of Chicago is 14 km, which makes it the closest of the 3 Chicago airports airports. Chicago O'Hare Airport is 26 km away from the centre and Chicago Greater Rockford is 126 km away.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs €751. The cheapest price found on KAYAK in the last 2 weeks cost €393 and departed from Dublin Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where tickets can be as cheap as €636. On the other hand, the most expensive day to fly is Sunday, where prices are €744 on average.

  • 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 travellers 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.

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

    The cheapest time of day to fly to Chicago is generally at night, when flights cost €522 on average. The most expensive time of day to fly to Chicago is generally in the afternoon, which is peak travel time and where the average cost of a ticket is €682.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €398 or less one-way and €683 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Prefer to fly direct to Chicago?

 
Nonstop data is based off flight results for the next 60 days. Find direct flights from all airlines flying nonstop to Chicago.
Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Direct departures

Ireland to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Direct returns

Chicago to Ireland

Monday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Saturday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Reviews of the top 5 airlines flying to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Ireland to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
7.4
United AirlinesOverall score based on 8988 reviews
6.6Food
7.3Comfort
8.1Crew
7.1Entertainment
7.7Boarding
Airline reviews

Excellent all round, first time flying United. App is very helpful.

10.0 ExcellentBrad, Oct 2025SJD - ORD
Read more United Airlines reviews

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Could have said yes to a glass of wine 🍷 instead of saying we'll come around in a couple of hours

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

The flight was on time and crew were nice, seats were tight and there was entertainment available

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Experience was great overall. However, the connection time between my flights (1hr 15 mins) was too short. We had to get through security check and US immigration in that time, and I made it to the gate just as they were announcing it was about to close. Flights with such a short connection time should maybe not be offered for purchase, or an advance alert would be helpful. Other than that the in-flight experience was excellent, especially the food. Many thanks!

The seats needs to be comfortables, at least please add more padding to the seats.

Incredible service. Incredible entertainment. I felt like they just kept serving us something new avery hour. My wife and I both had a joyous flight.

They out me in the baby row so I was surrounded by toddlers, they also did not send my luggage and was not able to book my connecting flight

I was so grateful for the kindness of the crew. They made a long trip very pleasant. Food was delicious. Many movie options

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.

Dinner was fabulous. Would have enjoyed a wine with it. None offered... for sale??? Breakfast was disappointing but adequate amount of food.

Excellent flight and crew. Boarding at Dublin Airport was a very difficult trying to find the right gate.

Dublin airport is big and US Customs and Immigration screening officers are is part of the process there. This eliminates screening upon arrival to US, however should be taken into consideration when playing your transfer. After all, pleasant experience enhanced by draft Guinness and Irish coffee at the buffet area near the gate. We loved boarding by the row, back of the airplane first.

There was a mixup with our tickets. They said they did not receive payment for them but yet we had seat assignments. We had to purchase last-minute tickets which cost us three times as much. that’s why they got a rated of a one.

The boarding process seem to take longer than necessary, resulting in a 20+ minute delay

Service was excellent. Food and drinks were very good except for a greasy lump of a donut at the end of the flight that left us both feeling internally disgusted.

Handling our luggage was the biggest issue - they lost it and we got it almost 3 days later. Really threw off the beginning of our trip and we really had to change our itinerary accordingly.

Seat was hard and uncomfortable and the temperature too warm and uncomfortable.

No meals included on this long international flight. Most airlines will offer you a meal when flying internationally. Not Icelandair. Your included choices are water and coffee. Poor customer service. The airport was also very confusing.

Best smelling onboard bathrooms ever. Even after use the whole flight. Biggest overhead bins. Most legroom in economy class. Great Icelandiic music. Really nice staff. Icelandair is awesome! (Don’t fly Air Canada! During the strike they lied about no flights available (I booked this flight myself) and hid the process to get money back on their website by obscuring menu titles, then made it difficult and time consuming to fill out. I’m Canadian. Don’t trust Air Canada!

Worst airline I’ve ever flown. Delayed 5.5 hrs, missed connecting flight, and missed an entire day of vacation. Zero customer service

Everything sucked. No food, one small glass of water, a tiny coffee, 5.5 hour delay with no customer service. Would never recommend flying them.

The crew was wonderful at check in, the gate and on board. Felt the luggage had more room than the passengers. The seats were smaller than most domestic U.S. airlines. I'm only 5'2" and I had little legroom. There were only 2 bathrooms in coach. Needed more. The flight was very smooth but not the most comfortable.

There was no lounge at Boston for us to use. Typically flying first class overseas comes with lounge privileges. The seats did not recline even a little. My headset only worked on one side. I felt like I was flying on Ryan Air, not Icelandic Air.

Crew service was poor and very little difference between premium economy and economy. Disappointed.

My bags never made it on the flight and I now have to wait for them to arrive hopefully tomorrow. You can’t even track your bags in the app to see where they are since they didn’t arrive. You have to file a claim and then wait for them to inform you when you will receive your bag. We were already delayed for an hour due to baggage so I don’t understand how my bag didn’t make the flight.

One of the worst experience given the middle seat even asked for the change no one honored,boarded at the end and overall one of the worst experience

It was good although our flight to the UK was cancelled and rescheduled for two days later. This was after we were already seated on the plane. We missed the first leg of our trip. BA did put us up at a hotel and paid for our meals but we lost our hotel costs in Glasgow.

The crew was very nice and pleasant. We were very reluctant to book our flight with British Airlines because we had bad experience with their flight attendants on the previous trips, they were rude and not helpful.

I am a 25+ years American Airlines member. British Airways is simply above and beyond in every customer satisfaction category.

The seat pads are past there sell by date now and are uncomfotable. Also, with screens in the back of the seat, the seats shouldnt be able to recline as this puts rhe screen in your face.

1. The website didn’t allow me to checkin from London as I have Bangladesh passport with US permanent resident card. This pushed me to sit with my wife in the middle of two aisle seats, terrible experience! 2. BA should allow within 24 hours to checkin with other passport holders to choose better seats. A 2nd verification of travel documents can be done at the desk about immigration status. 3. Food options were poor for vegetarian passengers, try to introduce healthy options avoiding carb-dense food ingredients.

Cabin crew lovely and accommodating and I'll always fly BA in the future

It was perfect. The service was exceptional. I would never want to cross the Atlantic in anyone else's sardine tins.

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Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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