€232 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 30/9. 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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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

So, 9 Nov - Do, 13 Nov
Scandinavian Airlines Logo
10:10 - 16:45DUB-ORD
12h 35m1 stop
Scandinavian Airlines Logo
19:20 - 18:20ORD-DUB
17h 00m1 stop
€320Scandinavian Airlines
Find Deal
Do, 30 Okt - Mo, 3 Nov
Scandinavian Airlines Logo
12:30 - 17:45DUB-ORD
34h 15m1 stop
Scandinavian Airlines Logo
19:20 - 11:45ORD-DUB
34h 25m1 stop
€321Scandinavian Airlines
Find Deal
Mo, 3 Nov - Mo, 10 Nov
Icelandair Logo
11:30 - 17:20DUB-ORD
11h 50m1 stop
Icelandair Logo
18:30 - 10:15ORD-DUB
9h 45m1 stop
€374Icelandair
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Mi, 10 Sep - Mi, 1 Okt
Icelandair Logo
12:15 - 18:15DUB-ORD
12h 00m1 stop
Icelandair Logo
19:25 - 13:15ORD-DUB
11h 50m1 stop
€375Icelandair
Find Deal
Mo, 25 Aug - Di, 2 Sep
American Airlines Logo
21:15 - 14:40SNN-ORD
23h 25m1 stop
American Airlines Logo
19:10 - 20:35ORD-SNN
19h 25m1 stop
€533American Airlines
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Mo, 25 Aug - Di, 2 Sep
American Airlines Logo
21:15 - 11:55SNN-ORD
20h 40m1 stop
American Airlines Logo
17:40 - 11:20ORD-SNN
11h 40m1 stop
€534American Airlines
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Mo, 1 Sep - Di, 9 Sep
United Airlines Logo
09:30 - 11:45SNN-ORD
8h 15mdirect
United Airlines Logo
16:50 - 10:15ORD-SNN
11h 25m1 stop
€597United Airlines
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Mo, 1 Sep - Di, 9 Sep
United Airlines Logo
09:30 - 11:45SNN-ORD
8h 15mdirect
United Airlines Logo
18:00 - 07:30ORD-SNN
7h 30mdirect
€599United Airlines
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Mo, 25 Aug - So, 31 Aug
Aer Lingus Logo
21:15 - 19:00SNN-ORD
27h 45m2 stops
Aer Lingus Logo
21:15 - 16:10ORD-SNN
12h 55m1 stop
€749Aer Lingus
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Mo, 25 Aug - So, 31 Aug
Aer Lingus Logo
21:15 - 19:00SNN-ORD
27h 45m2 stops
Aer Lingus Logo
22:25 - 20:35ORD-SNN
16h 10m2 stops
€753Aer Lingus
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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.

In the last 3 days, the cheapest flight deal to Chicago was found on the route from Dublin, at €273 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €523 in the last 3 days.

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.

A flight to Chicago costs €835 on average. The cheapest price found on KAYAK in the last 2 weeks cost €384 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €622 on average, and Shannon to Chicago, which costs €765 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 November, where tickets cost €434 on average for return flights. On the other hand, the most expensive months are July and June, where the average cost of tickets from Ireland is €628 and €564 respectively. For one-way flights, the best month to travel is November with an average price of €434.

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 €495 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 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 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 Midway Airport (MDW), with an average flight price of €145.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
High seasonOctober
Cheapest flight€232
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly (2% 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?

    In the last 3 days, the cheapest flight deal to Chicago was found on the route from Dublin, at €273 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €523 in the last 3 days.

  • 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 €835. The cheapest price found on KAYAK in the last 2 weeks cost €384 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 round-trip tickets can be as cheap as €608. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €705 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 round-trip flights cost €606 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 €761.

  • How many direct flights to Chicago are there each week?

    Each week there are around 35 direct flights from within Ireland to Chicago. The most common day for departures is Saturday, with 14% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €858 or less one-way and €585 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, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Direct returns

Chicago to Ireland

Monday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 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 8846 reviews
6.6Food
7.7Boarding
7.3Comfort
7.0Entertainment
8.1Crew
Airline reviews

Overall it was good. I missed my connection but I was put on another flight.

8.0 ExcellentJohanna, Jul 2025IAH - ORD
Read more United Airlines reviews

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Dublin to Boston was decent. Food and entertainment was included and that was expected for the rate paid.

No entertained. food and beverages were not complimentary. they lost my checked luggage which made my 10 day vacation unpleasant.

Flight was on time. Boarding was quick and efficient. Seats were comfortable. Food was fine.

The ease of boarding was good. I wish they had something to eat on the plane.

The check in process at CDG was absolutely unacceptable. We arrived to the airport 3 hours and 20 minutes before our departure time, waited in line for 1 hour and 30 minutes to check in (despite having checked in online and only needing to check a bag), then were forced to check all of our rolling luggage despite the fact that all were compliant with carry-on requirements. The staff at the desk were rude and there were only two desks open, while eight people were working. The check in desk wasn’t even opened on time (3 hours prior to departure) and there was no communication about when it would open or why there was a delay. We feared missing our flight because the departure board was not updated, so rushed to our gate to board once we were through security because it was 20 minutes prior to departure, only to wait another 30 minutes before boarding even started. Communication was lacking throughout the process. What a horrible end to our trip.

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.

The seat spacing was good. The food, not so good... typical airline food. 😕

I would face like to have more selections for entertainments overall it was very good. .

I would definitely use a Linus again, the price was right, the service is excellent. No delays. Wish I had a direct flight from my hometown Detroit.

At check-in the unmanned machines said QR code was invalid so had to queue for over an hour to check in bags

Good service. No complementary food for international flight. WiFi kinda pricey. Got the job done for the right price.

Still one of my favorite airlines, but the entertainment options were a bit lacking. It didn't help that my screen didn't work on one of the legs of the trip.

The plane was very small and the aisle was so narrow that every time someone walked by they rubbed against me, so it was very uncomfortable.

Everything was good. Only issue comes from being vegan and flying. The food options are super limited.

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..

Seats in premier saga class were narrow and hard. Very uncomfortable for a 5-hour flight.

Iceland airlines doesn't provide any meal on flight to and from New York, except water and soda. Airline over charge for checking in luggage. I'm really upset.

I had an exit row and so was Comfortable on the long flight.

The seats on this airline are sooo small, even for a petite person. I felt like the seat tilted forward and I was fighting to stay in it. The lavatory is horribly small, with a wet floor because the sink is so small you can't help but splash the water all over when washing up.

Smooth efficient airline. Think they should have their own bag drop as the queue took 30mins to bmscan and drop

3/4 bags delayed and 1/4 damaged at the other end. Flight was freezing

The crew were good. The flight was on time. The entertainment choice was ok. But the food was bad, tasted and texture were awful.

After boarding we were waiting in the plane for more than one hour to take off without AC with very high temperature inside

The flight was an hour late leaving Heathrow. The food was mediocre. When we got to Austin, my husband’s luggage was missing. He filled out information at baggage claim. We are waiting to hear something. His name is Henry Jacob Braunig.

The food was very good and it came multiple times

Flight from LGW to JFK delayed by 4 hrs No explanation given until the pilot said the delay due to planned maintenance on the aircraft

We arrived late to London, and consequently were 5 min. late to be allowed through security for our next flight. Even though dozens of people missed the same flight, BA did not radio ahead to hold open security for an extra 5-10 min. to allow people to get on the flight. This caused an additional 6 hour delay in London after waiting over an hour in Customer Service to get rebooked. They did not have enough staff on hand to help people in a timely manner. Not at all happy with the BA's customer care or customer service.

All service prior to the flight was terrible: online check-in not working, no customer service tel,, multiple airport scanners not working, A huge mess.

CONSTANT ERROR MESSAGE THAT THE WIFI COULD NOT BE PURCHASED DUE TO INABILITY TO CONNECT PAYMENT SYSTEM VIA SATELLITE. THIS HAPPENED IN BOTH DIRECTIONS. THE MAIN REASON I TRAVEL IN PRIORITY IS TO BE ABLE TO WORK FOR WHICH I NEED ACCESS TO INTERNET. .

They lost my luggage. Lady who was helping with it in Austin was rude. Not very helpful!

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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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