€260 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 17/5. 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

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
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Flight Deals 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.

Recent return flight deals to Chicago

KAYAK's recommended return flight deals from the most popular airlines that fly to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Scandinavian Airlines Logo
19:05 - 16:10DUB-ORD
27h 05m1 stop
Scandinavian Airlines Logo
19:15 - 18:15ORD-DUB
17h 00m1 stop
€376Scandinavian Airlines
Find Deal
pt., 5 wrz - czw., 25 wrz
Icelandair Logo
12:15 - 18:15DUB-ORD
12h 00m1 stop
Icelandair Logo
19:25 - 13:15ORD-DUB
11h 50m1 stop
€383Icelandair
Find Deal
wt., 13 maj - śr., 28 maj
British Airways Logo
12:45 - 18:15DUB-ORD
11h 30m1 stop
British Airways Logo
19:15 - 11:50ORD-DUB
10h 35m1 stop
€438British Airways
Find Deal
pt., 9 maj - pon., 12 maj
United Airlines Logo
09:20 - 14:43DUB-ORD
35h 23m1 stop
United Airlines Logo
11:23 - 07:10ORD-DUB
13h 47m1 stop
€452United Airlines
Find Deal
pt., 23 maj - ndz., 25 maj
United Airlines Logo
09:20 - 14:50DUB-ORD
11h 30m1 stop
United Airlines Logo
15:40 - 07:45ORD-DUB
10h 05m1 stop
€454United Airlines
Find Deal
pon., 8 wrz - śr., 24 wrz
Aer Lingus Logo
11:35 - 14:00DUB-ORD
8h 25mdirect
Aer Lingus Logo
21:15 - 10:40ORD-DUB
7h 25mdirect
€463Aer Lingus
Find Deal
czw., 1 maj - czw., 29 maj
American Airlines Logo
13:45 - 15:45DUB-ORD
8h 00mdirect
American Airlines Logo
22:20 - 11:40ORD-DUB
7h 20mdirect
€474American Airlines
Find Deal
ndz., 7 wrz - pon., 15 wrz
American Airlines Logo
08:30 - 14:50DUB-ORD
12h 20m1 stop
American Airlines Logo
22:20 - 11:40ORD-DUB
7h 20mdirect
€477American Airlines
Find Deal
śr., 10 wrz - śr., 1 paź
British Airways Logo
08:35 - 18:15DUB-ORD
15h 40m1 stop
British Airways Logo
17:00 - 11:55ORD-DUB
12h 55m1 stop
€491British Airways
Find Deal
sob., 13 wrz - czw., 2 paź
Aer Lingus Logo
11:35 - 14:00DUB-ORD
8h 25mdirect
Aer Lingus Logo
15:45 - 05:10ORD-DUB
7h 25mdirect
€541Aer Lingus
Find Deal
śr., 7 maj - czw., 11 wrz

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 €330 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €475 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 €768 on average. The cheapest price found on KAYAK in the last 2 weeks cost €443 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €656 on average, and Shannon to Chicago, which costs €651 on average.
See prices from:

What is the cheapest day to fly to Chicago?

The average price of all round-trip flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Monday where round-trip tickets can be as cheap as €626. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €732 on average.

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 €371 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 €647 and €578 respectively. For one-way flights, the best month to travel is November with an average price of €371.

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

The average price for all round-trip flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
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 morning, which is peak travel time and where the average cost of a ticket is €756.

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 €581 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 19 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 €150.

Good to know – Book Cheap Chicago Plane Tickets

Low season

January

High season

October

Cheapest flight

€260
Best time to beat the crowds (5% less expensive on average)
Most popular time to fly (4% 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 €330 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €475 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 €768. The cheapest price found on KAYAK in the last 2 weeks cost €443 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 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.

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

    Each week there are around 21 direct flights from within Ireland to Chicago. The most common day for departures is Friday, with 14% of flights taking off on this day.

See more FAQs

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €785 or less one-way and €581 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?

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, +76 more

ANA, Aer Lingus, +77 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 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, +78 more

ANA, Aer Lingus, +79 more

Tuesday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

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 8667 reviews
7.7Boarding
8.1Crew
6.6Food
7.0Entertainment
7.3Comfort
Airline reviews

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

2.0 MediocreJ.C., Mar 2025COS - ORD
Read more United Airlines reviews

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

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

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

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

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

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

No food was served for 7.5 hrs flight. When our flight changed to other airlines due to wether issue, our seats booked with no checked in luggage when I already payed for. We end up to pay 90 euro per suitcase.

The flights were in time and the bags arrived. well done

Only serving 2 small coffee in 7.5 hrs flight with very limited choice to order food.

Booked with Kayak… Economy Class it said. I had filtered for 1 checked bag. Get to boarding and it says I have Economy Light w/ no checked bags. $136 each way for baggage now. Do not use smartfares.com. Very misleading and a terrible start to this trip.

Overall good. I was surprised how easy it was to get from plain to plain in such a short time. Food choices were not so great and quite expensive. Entertainment was ok. Flights were smooth.

Our three ski bags did not arrive and are still not delivered, one full day later. With one ski bag not traceable at all. I would not fly Iceland Air again.

Horrible. The flight was delayed by over 3 hours but updates were barely provided. Boarding started 3 hours late then stopped because their system crashed. So now, passengers were standing for 15 minutes in the open waiting to get boarding passes scanned and get on a bus. Duty-free closed around 4-4:30. Only 1 food outlet was open and it was super slow and busy since it was serving passengers from multiple flights. So a number of passengers couldn't buy meals at the terminal. Since the flight was delayed by over 3 hours, we could have been offered snacks on-board. Nothing. The seats barely reclined. In-flight entertainment options were pitiful. Overall, a miserable experience. Never flying on Icelandair ever again. :(

Again, lines for boarding are a problem in iceland. The flight itself was fine and very smooth. No complaints. We would definitely fly icelandair again.

Boarding seemed a bit chaotic and we had to walk outside across the tarmac. Passengers of all ages had to drag carry on luggage up the outside stairway into the aircraft. There was no WiFi. Very uncomfortable crammed seats. Glad in-air time was only an hour!

Booked through Kayak, couldnt take flight, Kayak punted to Orbiz, Orbiz punted to Aer Lingus, Aer Lingus said sorry about your luck, try Kayak/Orbiz. Terrible customer service collecting air fares and not even offering a voucher when customers cant take flight

There was no flight. I booked a flight from Toronto to Bordeaux with a stopover in Dublin. I arrived in Dublin and the flight number I had didn't exist and the flight going to Bordeaux I wasn't on. I had to book a new flight with a different airline for later in the day and pay out of pocket.

Gate agents kind of serious. Had to wait til arriving at gate to choose seats. Thankfully they did give us seats together! And grateful the honored our age, giving us seats at the front.

This flight was delayed and caused me to miss my connecting flight from New York to Boston. I had to rent a car and drive myself home to avoid waiting another 5 hours in the airport.

My Aer Lingus flight (booking ref # 2SU4LF) was the worst travel experience I have ever dealt with. My flight from Paris to Dublin was delayed by over 2 hours which caused me to miss my connecting flight back to the US. I was not able to be rebooked on a new flight for another 3 days. When I finally made it on my rescheduled flight, it was delayed AGAIN, causing me to miss my connecting flight from New York to Boston. At this point I decided to just rent a car since the next flight I would have been able to get in wasn’t for another 5 hours. It was a complete nightmare experience and I will never fly Aer Lingus again. I have requested a refund from the booking company I placed my order with.

Flight was cancelled. There were no Aer Lingus reps to help. I had to rebook my flight and find a hotel. Still had nothing from the airline.

There was a very drunk and disruptive passenger who was on the plane, right behind me. He was already drunk before boarding but was still let on the plane. He kept kicking and hitting the back of my chair the entire flight. It was an early morning flight and had zero rest on that leg

Really lovely trip and flight. The flight staff were so accommodating and warm throughout!

Friendly crew who apologised and explained reason for delay. Good on board service. Rather cramped seating. Late departure.

The seats in row 31 are terrible and small and uncomfortable. Don't ever sit there. The window seat is so close to the curve of the plane is so annoying. I paid extra for this seat and I hated all 10 hours in it.

Food was terrible , crew were excellent , IFE was dire . Overall comfortable seat and cabin. Nothing special .

If my tv wasn’t broken and I wasn’t in a seat that didn’t allow for sleeping

Delayed flight due to lack of crew caused me to miss my connection

Please make sure the number of seats matches the number of overhead bins and passengers don't carry on more than one bag.

Seating is tight if you don’t upgrade. Food was decent. Boarding and unboarding was efficient. Smooth flight. Could make upgrades more affordable

Boarding was chaotic. Glad we were group 5 and still had cabin storage available when we boarded. I was expecting crew would get our carryons at the gate since theyclaimed it was a full flight.

Boarding crew is unfriendly as i was asked to handover carryon luggage too upto final destination Bangalore I was not prepared for that and i had to travel without my diabetic and hypertension medicines

American Airlines seemed to run a 'dry' flight. No alcohol was offered at any point with meals. Breakfast was a bit tasteless. The 'hot pocket' whatever that is, was horrid breadish pastry with very little filling. Decaf coffee was horrid. Seats didn't seem as wide or spacious as usual, especually for a ten hour flight.

They did not provide free WiFi, It could be purchased for, I think, around $25, This seemed excessive.

Travelling to a place near Chicago?

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

Everything you need to know for your flight to Chicago

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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.