€315 Find Cheap Flights to Chicago – Compare and Save

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 24/9. 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, 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
€535
Typical prices: €432-€629
Delta
Fri 9/10Mon 12/10
DUB - ORD • 1 stop
Cheapest direct flights
€537
Typical prices: €669-€869
Aer Lingus
Tue 25/8Sat 29/8
DUB - ORD • Direct
Top airlines
Most flights • 14 per week
Best reviews • 7.6 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
Good to know
+1
+1
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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!
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, 9 Oct - Mon, 12 Oct
Delta Logo
10:00 - 16:49
DUB
-
ORD
12h 49m
1 stop
Delta Logo
17:45 - 15:25
ORD
-
DUB
15h 40m
2 stops
€535Delta
Fri, 9 Oct - Mon, 12 Oct
Delta Logo
10:00 - 16:49
DUB
-
ORD
12h 49m
1 stop
Delta Logo
17:45 - 15:25
ORD
-
DUB
15h 40m
2 stops
€536Delta
Tue, 25 Aug - Sat, 29 Aug
Aer Lingus Logo
16:45 - 19:15
DUB
-
ORD
8h 30mdirect
Aer Lingus Logo
21:00 - 10:35
ORD
-
DUB
7h 35mdirect
€537Aer Lingus
Wed, 7 Oct - Mon, 12 Oct
KLM Logo
15:00 - 22:04
DUB
-
ORD
13h 04m
1 stop
KLM Logo
12:15 - 07:55
ORD
-
DUB
13h 40m
1 stop
€537KLM
Tue, 25 Aug - Sat, 29 Aug
Aer Lingus Logo
16:45 - 19:15
DUB
-
ORD
8h 30mdirect
Aer Lingus Logo
15:45 - 05:10
ORD
-
DUB
7h 25mdirect
€543Aer Lingus
Thu, 20 Aug - Mon, 31 Aug
Multiple Airlines Logo
09:40 - 09:00
DUB
-
ORD
29h 20m
2 stops
Multiple Airlines Logo
12:30 - 13:15
ORD
-
DUB
18h 45m
3 stops
€545Multiple Airlines
Wed, 23 Sep - Fri, 2 Oct
United Airlines Logo
09:20 - 19:48
DUB
-
ORD
16h 28m
1 stop
United Airlines Logo
20:20 - 09:45
ORD
-
DUB
7h 25mdirect
€545United Airlines
Wed, 16 Sep - Tue, 22 Sep
KLM Logo
12:00 - 18:19
DUB
-
MDW
12h 19m
1 stop
KLM Logo
13:00 - 08:45
MDW
-
DUB
13h 45m
1 stop
€545KLM
Wed, 2 Sep - Wed, 9 Sep
United Airlines Logo
11:35 - 13:40
DUB
-
ORD
8h 05mdirect
United Airlines Logo
20:20 - 09:45
ORD
-
DUB
7h 25mdirect
€547United Airlines
Fri, 7 Aug - Fri, 14 Aug
Multiple Airlines Logo
10:25 - 19:15
KIR
-
ORD
14h 50m
1 stop
Multiple Airlines Logo
21:00 - 17:30
ORD
-
KIR
14h 30m
1 stop
€821Multiple 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.

What is the cheapest flight to Chicago?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

In the last 3 days, the cheapest flight deal to Chicago was found on the route from Cork, at €535 return. The most popular connection is from Dublin to Chicago and KAYAK users have found return deals for as low as €535 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 €782 on average. The cheapest price found on KAYAK in the last 2 weeks cost €494 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €739 on average, and Shannon to Chicago, which costs €860 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 €667. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €796 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 round-trip 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 €239 on average for return flights. On the other hand, the most expensive months are July and April, where the average cost of tickets from Ireland is €549 and €419 respectively. For one-way flights, the best month to travel is June with an average price of €234.

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 €618 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 €808.

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 €679 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 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 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 €134.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight€315
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly and prices are also 6% lower on average.
Flight from Cork 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 Cork, at €535 return. The most popular connection is from Dublin to Chicago and KAYAK users have found return deals for as low as €535 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 €782. The cheapest price found on KAYAK in the last 2 weeks cost €494 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 €772 or less one-way and €739 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.
7.6
FinnairOverall score based on 1415 reviews
8.2Crew
7.7Boarding
6.9Entertainment
7.4Comfort
6.7Food
Airline reviews

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

4.0 OkayAnonymous, Jun 2026
HEL - LAX
Read more Finnair reviews

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

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

The crew was friendly, and the flight landed on time

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

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

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.

Do not use KAYAK or Finair for future travel. Unless you purchase the tickets directly from the airline, you were going to have a difficult time checking in. Kayak canceled my flights twice and ended up causing great difficulty in me getting back from Europe because they double sold my tickets between American Airlines and Finair. The event caused significant delays and led to me having to rebook my flights.

It was listed on my ticket as Finnair but there was no indication that the flight was Finnair. In fact the number was even different. There were no employees there until exactly 2 hours before so we had to wait in line at Iberia and hope

Flight were delayed which made me miss all the other flights. Bags are still missing from 2 weeks ago. This airline is worse the Spirit Airlines!

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

I flew from Barcelona to Chicago on UA yesterday. The flight was on time, the pilots did a great job and the flight attendants were super nice. All of them. Also food was good, and the drinks, including wine were served a few times during our flight. I highly recommend this airline.

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

Everything was great!! I had no problems!! I would fly Aer Lingus again! 🥰

From Rome to Dublin if you want any refreshments you have to pay for them, Not used to this as we typically get soft drinks and a little snack on a 3hour flight in the US.

Small plane. Tight seating . What can one say except that it was fast!

The flights are literally always delayed arriving, boarding and taking off so they are always late for the connection. I planned ahead so I was okay but many others aren't. The food was terrible. The staff was very pleasant. I appreciate boarding back to front.

All aspects were excellent - it helped that the flight was only 2/3 full and I had no one sitting in my row. The Pre-check (US Passport Control and Customs) in Dublin made everything so easy when we arrived in Chicago.

Very nice experience. Flight had good entertainment system and good food options. Customer service was very friendly and nice as well.

The same as I stated prior. We incurred extra costs that should be reimbursed, given we were not communicated with about schedule changes.

My flight from Dublin was delayed two hours which ment that I missed my connecting flight to Phoenix. American Airlines provided a hotel room and rebooked my flight for 7:30 AM the next day. I didn't get to the room until 11 pm and I had to be at the airport the next day by 5 AM. The airlines did their best but the schedule was challenging for an 81 year old.

I like Aer Lingus so that is why I’m writing this critique so they can become better. The boarding gate was too small to board properly. Our seats were toward the back of the plane knowing we would be boarding after business class, we moved to that area after business class boarded. An Aer Lingus employee told us we couldn’t stand there. We explained we were the next group to board and wouldn’t even be able to hear when our boarding was called. She didn’t care and was not very professional. The cabin was freezing. I wouldn’t feed my dog the food. We were over an hour late coming into chicago because of weather which can’t be avoided. I asked the crew if they could make an annoucement for before whose final destination is chicago to wait and allow the people with connecting to deplane first. He said there are a lot of people with connecting flights. He said, it doesn’t matter. Well, yes it does. He could have been more considerate of his passengers.

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

We paid for saga class, which is the business class for international. My seat was broken and did not recline and my monitor for in-flight entertainment was broken.

The flight itself was fine, even with a one-hour delay leaving on the Reykjavik tarmac (the lost time was made up during flight). Our experience at the Reykjavik airport on arrival was terrible due mostly to the one hour it took for passport control. Only two stations were open for our category, and the room was full with a huge crowd.

Awful. The Iceland airport was a complete mess. Boarding was a chaotic, the seats were awful, there was a group of rowdy 20 something men in our row hooting and hollering, ordering alcoholic drink after drink. Yelling and laughing at the top of their lungs and the crew just went along with it. Passengers complained to the men, asking if they could keep it down (it was a night time flight so people wanted to sleep). They never listened crew continued to laugh with them, flirt with them and serve them more drinks. No free food or snacks, seats were horribly uncomfortable. Worst flight I've had in a long time

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

Friendly flight crew. Airplane (757) configured as a domestic flight (no lie-flat seats) & no advanced meal selection.

The Icelandair crew was so kind!!! Thank you for making my first trip to Paris a great one!

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

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

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

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

The legroom was lacking and the entertainment system lacked adequate selection of older films. Modern films are generally not very good.

Perfect airline, super friendly, great service, tasty food. Would fly again.

Everything could have been better. What needed to be wrong with United went wrong

It was good. The seats in economy weren’t bad

Very good. Comfortable and I felt well taken care of from start to finish

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

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.

Travelling to a place near Chicago?

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