€262 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 30/4. 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.
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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 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

Recommended return deals departing in the coming months from the most popular airlines that fly to Chicago.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:30 - 17:20DUB-ORD
11h 50m1 stop
18:30 - 10:15ORD-DUB
9h 45m1 stop
€313Icelandair
Find Deal
Thu, 13 Feb - Thu, 27 Feb
11:30 - 17:20DUB-ORD
11h 50m1 stop
18:30 - 10:15ORD-DUB
9h 45m1 stop
€315Icelandair
Find Deal
Thu, 13 Feb - Thu, 27 Feb
09:00 - 19:37DUB-ORD
16h 37m1 stop
11:15 - 10:05ORD-DUB
16h 50m1 stop
€388United Airlines
Find Deal
Sun, 16 Feb - Tue, 25 Feb
09:50 - 14:51DUB-ORD
11h 01m1 stop
20:15 - 09:45ORD-DUB
7h 30mdirect
€392United Airlines
Find Deal
Mon, 14 Apr - Sun, 20 Apr
16:40 - 19:15DUB-ORD
8h 35mdirect
21:00 - 10:20ORD-DUB
7h 20mdirect
€395Aer Lingus
Find Deal
Sat, 1 Feb - Tue, 4 Feb
07:40 - 13:55DUB-ORD
12h 15m1 stop
17:00 - 09:50ORD-DUB
10h 50m1 stop
€401British Airways
Find Deal
Wed, 29 Jan - Sun, 2 Feb
07:40 - 13:55DUB-ORD
12h 15m1 stop
17:00 - 12:10ORD-DUB
13h 10m1 stop
€403British Airways
Find Deal
Wed, 29 Jan - Wed, 5 Feb
05:55 - 14:30DUB-ORD
14h 35m1 stop
13:25 - 08:45ORD-DUB
13h 20m1 stop
€410KLM
Find Deal
Sun, 2 Feb - Sat, 8 Feb
06:00 - 14:30ORK-ORD
14h 30m1 stop
17:25 - 21:45ORD-ORK
23h 20m1 stop
€415KLM
Find Deal
Sun, 2 Mar - Sun, 9 Mar
16:40 - 19:15DUB-ORD
8h 35mdirect
21:00 - 10:15ORD-DUB
7h 15mdirect
€444Aer Lingus
Find Deal
Wed, 29 Jan - Sun, 2 Feb

Flights to Chicago - Travel Insights & Trends

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 €303 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €410 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 €944 on average. The cheapest price found on KAYAK in the last 2 weeks cost €388 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €684 on average, and Shannon to Chicago, which costs €859 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 Friday where round-trip tickets can be as cheap as €533. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €599 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 €397 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 €731 and €654 respectively. For one-way flights, the best month to travel is November with an average price of €397.

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 €500 on average. The most expensive time of day to fly to Chicago is generally at night, which is peak travel time and where the average cost of a ticket is €589.

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. 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 €202.

Good to know

Low season

January

High season

July

Cheapest flight

€262
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (34% 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 €303 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €410 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 €944. The cheapest price found on KAYAK in the last 2 weeks cost €388 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 7 direct flights from within Ireland to Chicago. The most common day for departures is Monday, 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 €525 or less round-trip.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly from Ireland is November.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
See more tips

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, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Friday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 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, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Friday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 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.
7.8
KLMOverall score based on 1339 reviews
7.8Boarding
7.2Entertainment
7.3Food
8.4Crew
7.7Comfort
Airline reviews

Great boarding, great short flight but no entertainment whatsoever and no wifi. Prepare to disembark by a staircase.

10.0 ExcellentAnonymous, Dec 2024BRU - AMS
Read more KLM reviews

Great boarding, great short flight but no entertainment whatsoever and no wifi. Prepare to disembark by a staircase.

Great boarding, great short flight but no entertainment whatsoever. It was supposed to have wifi but that did not work.

Good flight with KLM, friendly staff. Food was good, had much worse on other airlines. Selection of drinks also good enough for us. Entertainment was also good. The economy seats are ok and that’s it. For a 12 hour flight I think a little more comfort in the economy seats in pitch and softness would be highly appreciated by the customers and can makte the difference.

Good food. Excellent crew service. Clean aircraft. Narrow seats and isle.

I tried to upgrade to premium economy anis seat online during the checkin process. The payment didn’t work due to a technical glitch on KLM’s website. I wasn’t able to change my seat unless I called Amsterdam. Since I was in Canada and there’s a time difference this wasn’t practical. So when I arrived early to Ottawa airport my seat wasn’t available and I could only get a middle seat in premium economy which isn’t great. These middle seats are priced at the same rate as an aisle seat which makes no sense.

The food & entertainment really stood out in terms of quality. The nasi goreng & chicken satay were absolutely delicious. It’s great that KLM feature international cuisine.

Seats were nice and comfy. Crew was polite and attentive. Business class is awesome and worth the money.

The IFE was quite old, but it worked fine and the content was good. The cabin crew were excellent and the food was as also very good

It’s chaotic at the bus stop outside of the airport because of the Uber meeting point. You need to be alert and look for the KLM bus which is not branded or labeled. Incorrect information was provided to go to gate 28, when in fact the bus was at gate 27. On the plus side the bus left early and arrived early to Ottawa.

Great flight because I upgraded to Premium Comfort. Made a huge difference in the experience.

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.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

Did not even get on board. Was told I needed an esta agreement. Was not aware of this when I booked the fare and not told about them

Cramped seats. Audio jack for the in -flight entertainment was broken.

Flight was great albeit the long line before the int’l immigration given the timing of the year.

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.

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. :(

Bad. Flights were late, by hours. No clear information was provided even until the delayed boarding time.

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.

take snacks and food. purchase options in flight are not great

Had a screaming child next to us. Not the airline’s fault but still annoying.

Highly disorganized company, poor customer service. Packed seats on a 737 for a trans-atlantic 9 hour flight. Greedy company policies, no meal or snack provided for 9 hour flight.

Icelandair flight was excellent. The checkin and security arrangements for Saga Premium passengers at Newark was very poor - our checkin opened much later than the normal and our security queue simply led us to the back of the normal queue. Someone was having a laugh surely!

Never took flight. See previous comment on trip from Boston to Reykjavik. Used a different airline that i had to find and book.

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.

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.

Very sad, couldn't stop crying. Was an hour delay in Ireland and when we got to Canada the flight was boarded and couldn't get on. Was the last flight of the day. Now in a hotel waiting on a stand by.I have to got o work, so I'll go first available while my son stays in the hotel til one's available

Was not aware that Aer Lingus was like the cut-rate services in the states, with no food or beverage (other then 3.50 Euro coffee) and no screens for entertainment. Was a great flight, but not much in the way of services.

during a very rough flight, I was forced to sit in a last row seat, fell asleep, and was forced to return to my assigned seat after the turbulence. The stewardess then used that seat to sleep.

I didn’t realize Aer Lingus was a “nickel and dime” kind of airline where you had to separately buy all the amenities you wanted. The push to purchase duty-free beauty products was off-putting. And our row had the least amount of leg room I’ve ever dealt with on a flight.

We couldn't talk to aer lingus we had issues with the flight change and aer lingus made us talk to kayak

Less than average, low level of shared required information needed during the transfer from airport to another, also the used team during boarding In Indianapolis station is Not Professional

Reliable, great value, but not outstanding in any aspect. This is similar to the experience you get in most international carriers like Etihad or Delta.

Flight got diverted because of an emergency and the crew were fantastic and probably saved that passenger’s life. While in emergency landing some measures could have been taken to prevent additional delays. In general not great experience with BA. I used to fly BA years ago all the time, very disappointed by the whole experience, seats were tight, bathrooms tight.

Business class area too small and chair and equipment not comfortable .

Lost my luggage in London Was double charged for luggage

Boarding could have been better organized. The one member of staff disappeared for a while so boarding by group relied on honesty.

I never made this flight but the staff helped to get me rebooked (see previous review)

No land services during boarding, specially while moving from terminal to another

Even the carry-ons were not allowed and upon getting down, we had the wait for the longest time for the baggage to put on the jet aisle. We had a short connection which British Airways kept changing and made out entire experience poor. I would never fly BA again.

The seat was very uncomfortable. It helped to use the foot rest. Could not sleep because of the seat.

Book Cheap Chicago Plane Tickets

Recent return flight deals

 
These are the cheapest return flights to Chicago found on KAYAK in the last 72 hours.
13/2Thu
1 stopIcelandair
11h 50mDUB-ORD
27/2Thu
1 stopIcelandair
9h 45mORD-DUB
€313
13/2Thu
1 stopIcelandair
11h 50mDUB-ORD
27/2Thu
1 stopIcelandair
9h 45mORD-DUB
€315
16/2Sun
1 stopUnited Airlines
16h 37mDUB-ORD
25/2Tue
1 stopUnited Airlines
16h 50mORD-DUB
€388
14/4Mon
1 stopUnited Airlines
11h 01mDUB-ORD
20/4Sun
directUnited Airlines
7h 30mORD-DUB
€392
1/2Sat
directAer Lingus
8h 35mDUB-ORD
4/2Tue
directAer Lingus
7h 20mORD-DUB
€395
29/1Wed
1 stopBritish Airways
12h 15mDUB-ORD
2/2Sun
1 stopBritish Airways
10h 50mORD-DUB
€401
29/1Wed
1 stopBritish Airways
12h 15mDUB-ORD
5/2Wed
1 stopBritish Airways
13h 10mORD-DUB
€403
2/2Sun
1 stopKLM
14h 35mDUB-ORD
8/2Sat
1 stopKLM
13h 20mORD-DUB
€410
2/3Sun
1 stopKLM
14h 30mORK-ORD
9/3Sun
1 stopKLM
23h 20mORD-ORK
€415
29/1Wed
directAer Lingus
8h 35mDUB-ORD
2/2Sun
directAer Lingus
7h 15mORD-DUB
€444

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
30/4Wed
2 stops
29h 13mDUB-ORD
€262
10/2Mon
1 stopIcelandair
11h 50mDUB-ORD
€284
13/5Tue
2 stopsAer Lingus
27h 05mSNN-ORD
€388
13/3Thu
directAer Lingus
8h 35mDUB-ORD
€431
16/2Sun
1 stopBritish Airways
12h 15mDUB-ORD
€501
14/2Fri
2 stopsBritish Airways
17h 28mDUB-ORD
€507
26/3Wed
1 stopKLM
15h 27mDUB-MDW
€580
27/3Thu
1 stopKLM
15h 27mDUB-MDW
€581
3/6Tue
directUnited Airlines
8h 15mSNN-ORD
€1,019
5/6Thu
directUnited Airlines
8h 15mSNN-ORD
€2,784

Search by stops

Search by airline

Search by price

Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
22/1Wed
multi-stop
12h 05mDUB-ORD
29/1Wed
multi-stop
13h 00mORD-DUB
€393
22/1Wed
multi-stopIcelandair
11h 50mDUB-ORD
29/1Wed
multi-stopIcelandair
9h 45mORD-DUB
€446
22/1Wed
directAmerican Airlines
8h 35mDUB-ORD
29/1Wed
multi-stopAmerican Airlines
11h 15mORD-DUB
€534
22/1Wed
directAmerican Airlines
8h 35mDUB-ORD
29/1Wed
directAmerican Airlines
7h 20mORD-DUB
€550
22/1Wed
multi-stop
16h 55mDUB-ORD
29/1Wed
multi-stop
16h 45mORD-DUB
€552
22/1Wed
multi-stopBritish Airways
24h 00mDUB-ORD
29/1Wed
multi-stopBritish Airways
17h 40mORD-DUB
€558
22/1Wed
multi-stopUnited Airlines
15h 41mDUB-ORD
29/1Wed
multi-stopUnited Airlines
12h 09mORD-DUB
€581
19/1Sun
directAer Lingus
8h 35mDUB-ORD
26/1Sun
directAer Lingus
7h 15mORD-DUB
€601
22/1Wed
multi-stopUnited Airlines
15h 55mDUB-ORD
29/1Wed
multi-stopUnited Airlines
13h 45mORD-DUB
€619
22/1Wed
directAer Lingus
8h 35mDUB-ORD
29/1Wed
directAer Lingus
7h 20mORD-DUB
€5,155

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Search by price

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.

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