€228 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 11/6. 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, 0 bags

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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Everything you should know

Cheapest return fare
€503
Typical prices: €689-€545
JetBlue
Fri 5/6Tue 9/6
DUB - ORD • 1 stop
Cheapest direct flights
€513
Typical prices: €698-€521
Finnair
Fri 8/5Thu 14/5
DUB - ORD • Direct
Top airlines
Most flights • 14 per week
Best reviews • 7.7 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

Fri, 5 Jun - Tue, 9 Jun
JetBlue Logo
11:30 - 09:54
DUB
-
ORD
28h 24m
1 stop
JetBlue Logo
06:15 - 09:00
ORD
-
DUB
20h 45m
1 stop
€503JetBlue
Thu, 3 Sep - Wed, 9 Sep
Icelandair Logo
14:15 - 18:15
DUB
-
ORD
10h 00m
1 stop
Icelandair Logo
22:25 - 11:05
ORD
-
DUB
30h 40m
1 stop
€507Icelandair
Tue, 16 Jun - Tue, 23 Jun
Icelandair Logo
14:15 - 21:25
DUB
-
ORD
13h 10m
1 stop
Icelandair Logo
19:25 - 11:05
ORD
-
DUB
9h 40m
1 stop
€511Icelandair
Fri, 8 May - Thu, 14 May
Finnair Logo
09:30 - 11:30
DUB
-
ORD
8h 00mdirect
Finnair Logo
22:25 - 11:50
ORD
-
DUB
7h 25mdirect
€513Finnair
Fri, 8 May - Thu, 14 May
Finnair Logo
09:30 - 11:30
DUB
-
ORD
8h 00mdirect
Finnair Logo
22:25 - 11:50
ORD
-
DUB
7h 25mdirect
€514Finnair
Thu, 7 May - Tue, 12 May
Multiple Airlines Logo
10:50 - 14:15
ORK
-
ORD
33h 25m
1 stop
Multiple Airlines Logo
17:19 - 14:40
ORD
-
ORK
15h 21m
2 stops
€561Multiple Airlines
Thu, 7 May - Tue, 12 May
Multiple Airlines Logo
06:15 - 14:15
ORK
-
ORD
14h 00m
1 stop
Multiple Airlines Logo
17:19 - 14:40
ORD
-
ORK
15h 21m
2 stops
€562Multiple Airlines
Thu, 7 May - Mon, 11 May
KLM Logo
17:10 - 14:15
ORK
-
ORD
27h 05m
1 stop
KLM Logo
17:10 - 14:40
ORD
-
ORK
15h 30m
1 stop
€564KLM
Thu, 7 May - Tue, 12 May
KLM Logo
10:50 - 14:15
ORK
-
ORD
33h 25m
1 stop
KLM Logo
16:20 - 10:20
ORD
-
ORK
12h 00m
1 stop
€565KLM
Fri, 15 May - Sun, 31 May
United Airlines Logo
12:30 - 20:38
SNN
-
ORD
14h 08m
1 stop
United Airlines Logo
18:05 - 07:30
ORD
-
SNN
7h 25mdirect
€626United Airlines
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.

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 €682 on average. The cheapest price found on KAYAK in the last 2 weeks cost €440 and departed from Dublin. The most popular routes on KAYAK are Shannon to Chicago which costs €861 on average, and Dublin to Chicago, which costs €660 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 Thursday where round-trip tickets can be as cheap as €614. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €763 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 September, where tickets cost €399 on average for return flights. On the other hand, the most expensive months are August and July, where the average cost of tickets from Ireland is €665 and €642 respectively. For one-way flights, the best month to travel is September with an average price of €399.

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 in the evening, when round-trip flights cost €591 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 €728.

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 €535 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 3 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 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 €157.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight€228
Best time to beat the crowds but there is an average 2% increase in price.
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

  • 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 €682. The cheapest price found on KAYAK in the last 2 weeks cost €440 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.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €556 or less one-way and €628 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

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.
7.7
FinnairOverall score based on 1391 reviews
8.2Crew
7.4Comfort
6.9Entertainment
6.7Food
7.7Boarding
Airline reviews

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.

2.0 MediocreShiva, Apr 2026
MAD - EWR
Read more Finnair reviews

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

Positive: It was refreshingly easy and polite check-in and boarding staff. Flight was on time and Helsinki is a very well-signposted airport. Shopping was nice as well. Flight was not full and I had lots of space in economy. Flight was perfectly on time. Negative: Food and drink not very good, but that it is normal on any airline. Didn't expect anything else.

Business seating is soooo uncomfortable. You can sit straight up or lay down. You need pillows behind you because the back doesn’t lay down. Those are need to “prop” you up. The chair has no padding whatsoever. Food was gross. I’ve eaten on Finnair before and the food was exceptional. This time it gave 2 people in our party diarrhea. It was the chicken dish. I took 2 bites and didn’t eat anything more. The flight attendants were nice. You needed an additional lounge in Terminal D at DFW Airport. After waiting 40 minutes to enter, we finally gave up and went to a bar across from the club doors. I’m unsure if I’ll ever book a Finnair flight again.

It was a good flight, very comfortable seats for sleeping in business class. Probably the most comfortable business class seat I've ever had (20+ times in business class on various airlines). Service was good, but the only downside is my screen didn't work and it had to be reset multiple times to get it to shut off. I had to block my eyes because the screen was white almost the entire flight and I wore an eye mask when I slept. But when eating and reading in my seat, my eyes hurt because the only way to turn the screen off was reset it and the screen would only be off for a few minutes at a time.

Everything was wonderful! AirBus seats are more comfortable to sleep in as compared to the Boeing planes.

All reviews good because...flight from BWI to London ,economy seats was miserable. I usually book 1,step up from economy but this would have added 1500 bucks 1 way. Bit the bullet and upgraded for retun flight, otherwise all ratings would have been rock bottom.

It was okay. The airplane was a little smaller than a flight from Thailand to Helsinki.

Wish that everyone would board the back of the plane first. Also let kids on first. The gate wasn’t open at arrival and we waited 45 minutes to takeoff. They made up for time in the air.

This was an absolutely exceptional flight. The flight attendants were extremely attentive and very friendly. They seemed to go out of their way to make us comfortable and to make sure that we had everything we needed., We were in business and were very happy with the size and the details for our pods. We would definitely recommend Finnair and will definitely be flying with them again.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

OK overall. Flight was delayed Crew on flight was good

On time, only a little turbulence, very competent and caring attendants. Clear information.

Late late late. Delayed and arrived an hour late for a 1 hour 45 minute connection. Every time. Poor record for this company. I try to fly any other carrier first.

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.

The crew was friendly. The plane was comfortable. In-flight wifi didn't work well at all. The ride was quite turbulent but understandable given the weather.

My issue is with the SkyWest terminal. The flight was not listed on the main airport flight screen list, and I had to do a Google search to locate the terminal and gate. We had to ask several airport employees where to locate the phantom gate. The airport did not provide adequate signage and was confusing. When we arrived, there was one vendor providing services that quickly closed, leaving zero options for food and drink while we waited hours for our delayed flight. The crew that assisted with check-in and boarding was VERY friendly.

Economy seats a bit small but other than that it was all good.

No complimentary drinks or snacks offered on a 2 hour flight was disappointing but everything else went well

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.

I love the direct flights. It saves a lot of hassle and allows immigration and customs in Ireland, making arrival much easier.

I am not going to fillo this out for each leg of my trip. My first review holds for the experience

I had no idea that my ticket only paid for my right to get on the plane. They charged me $130 for my carry-on bag because it was 1 inch too big she claimed but it wasn’t! Then they wanted another fee for everything. I had no idea that Icelandair had changed to such a bargain basement airline. I was very disappointed.

Screen didn't work, and neither did the button to tilt the seat even though the seat was comfortable

Second time with Saga Premium, everything was fab, but the entertainment centre on both my flights didn't work, plus the seat on the NY to Rek flight (Airbus) was so solid and so uncomfortable. The 737Max flight's seat was much, much better.

I’m considering never flying with Iceland Air again. The seats in economy are torture. Now you only get water, coffee and tea for free- really? No food, not a single peanut. The passport line was insane, everyone was worried about catching their connecting flight. This was the third time I’ve barely made my connection, had to run. It can’t be that my choice is to use the bathroom (during the 50 minutes between flights) or make my flight. SO stressful! Ugh.

The most uncomfortable seat i’ve ever had on a flight

Waiting area on top of stairs before Boarding the bus wasn’t great. Took a long time to load the bus to gate.

The real reason why the flying experience with Icelandair ---was mediocre was because of not being able to enter DC airspace yesterday evening. This obviously was out of your control and do realize this is a safety issue. I did notice---that everything was being done to get us to Washington Dulles and we did arrive at Dulles SAFELY with just a 4 hour delay. Thank you!

The staff was kind and helpful. There was no food, and you needed to bring your own earphones to use the entertainment, which I didn’t know.

They wouldn’t check in my luggage even though I had one checked bag prepaid. So I took my bag to the gate and tried to check it in there and two employees scolded me for bringing a large bag to the gate. I told them I was trying to check it in and that it was prepaid, and they said they couldn’t guarantee that it would arrive at my destination but they finally let me drop it off when boarding the plane and pick it up right after exiting the plane. There was no food, and there was no entertainment.

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.

I don’t understand how they charge as much as they do for such a poor experience

I wish the plane had pod seating for business class. I had a window seat (8K) and I had to climb over the person sitting on the aisle when I needed to get up. Also there is no partition between the seats for privacy when sleeping. The Asian airlines have much nicer business class seating. Their seats are wider for better comfort when sleeping.

The seat space seemed small especially when the person ahead reclined but other than that, very good.

Luggage transfer in Chicago was not performed in time. I received my luggage at my destination two days later.

Food was poor quality and the screens for entertainment didn’t work properly

It was a short flight, everything was good with it.

Travelling to a place near Chicago?

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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.