€281 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 - 18:20DUB-ORD
11h 50m1 stop
19:30 - 10:15ORD-DUB
9h 45m1 stop
€310Icelandair
Find Deal
Tue, 11 Mar - Tue, 25 Mar
11:30 - 17:20DUB-ORD
11h 50m1 stop
19:30 - 10:15ORD-DUB
9h 45m1 stop
€317Icelandair
Find Deal
Mon, 3 Mar - Wed, 26 Mar
08:40 - 15:45DUB-ORD
12h 05m1 stop
14:36 - 08:40ORD-DUB
13h 04m1 stop
€399British Airways
Find Deal
Tue, 11 Mar - Tue, 25 Mar
08:40 - 14:45DUB-ORD
12h 05m1 stop
17:00 - 09:50ORD-DUB
10h 50m1 stop
€401British Airways
Find Deal
Mon, 10 Feb - Mon, 17 Feb
16:40 - 19:15DUB-ORD
8h 35mdirect
21:00 - 10:20ORD-DUB
7h 20mdirect
€478Aer Lingus
Find Deal
Sat, 8 Feb - Mon, 17 Feb
16:40 - 19:15DUB-ORD
8h 35mdirect
21:00 - 10:20ORD-DUB
7h 20mdirect
€480Aer Lingus
Find Deal
Sat, 8 Feb - Sat, 15 Feb
09:00 - 14:51DUB-ORD
11h 51m1 stop
11:49 - 10:05ORD-DUB
16h 16m2 stops
€508United Airlines
Find Deal
Sat, 1 Mar - Thu, 6 Mar
09:00 - 20:05DUB-ORD
17h 05m2 stops
14:10 - 10:05ORD-DUB
13h 55m2 stops
€513United Airlines
Find Deal
Sat, 1 Mar - Wed, 5 Mar
13:45 - 15:45DUB-ORD
8h 00mdirect
22:15 - 11:40ORD-DUB
7h 25mdirect
€560Finnair
Find Deal
Fri, 13 Jun - Thu, 26 Jun
13:55 - 15:55DUB-ORD
8h 00mdirect
22:15 - 11:40ORD-DUB
7h 25mdirect
€564Finnair
Find Deal
Fri, 6 Jun - Thu, 12 Jun

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 €295 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €529 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 €822 on average. The cheapest price found on KAYAK in the last 2 weeks cost €381 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €609 on average, and Shannon to Chicago, which costs €792 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 Wednesday where round-trip tickets can be as cheap as €641. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are €783 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 €390 on average for return flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Ireland is €715 and €623 respectively. For one-way flights, the best month to travel is November with an average price of €390.

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 €578 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 €718.

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 €547 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. 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 €199.

Good to know

Low season

January

High season

July

Cheapest flight

€281
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 €295 return. The most popular connection is from Shannon to Chicago and KAYAK users have found return deals for as low as €529 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 €822. The cheapest price found on KAYAK in the last 2 weeks cost €381 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 Saturday, 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 €470 or less one-way and €547 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.
7.6
FinnairOverall score based on 1286 reviews
6.9Entertainment
6.7Food
7.7Boarding
8.1Crew
7.5Comfort
Airline reviews

Boarding uncomfortable. Stewardess said I would have to check my carry on as there was no room in the overhead bins. Another passenger helped me find a spot.

8.0 ExcellentAnonymous, Jan 2025DFW - CVG
Read more Finnair reviews

Boarding uncomfortable. Stewardess said I would have to check my carry on as there was no room in the overhead bins. Another passenger helped me find a spot.

Any flight that lands safely is a good flight. However our leg from Helsinki was delayed 1 hour with no explanation. The delay would not allow us to make our connection to Cincinnati. I was informed by American Airlines that our Cincinnati flight was rescheduled for the following day. I immediately made a non refundable hotel reservation in Dallas. Upon exiting the plane at Dallas I was given a hotel voucher. Nice, but I can't get a refund on the hotel I booked. A little communication would have been helpful. Food on Finnair is below quality of Korean Air.

The cabin crew really looked like they wanted to be somewhere else. They weren't really interested in providing an attentive service to full fare paying passengers at all. However the Captiain's in flight announcements were relaxed and very entertaining.

Crew were professional and responsive. Food was mediocre and breakfast could do with revampinmg

Food was very ordinary for premium economy, very small portions.

i dont know WHY they call it business class. the seats are NOT significantly wider than economy seats, they just do not let the middle seats be beepked to give the illusion of more space between passengers. the seats do NOT recline any more than economy seats either. the only real difference is the full meal served to business (vs none for economy). I would rather have a wider, lie flat ACTUAL business class seat with no food for a 3 hr flight. this was pretty disappointing to say the least.

There wore nice leather like sits, in my opinion seats lay out bit tight . Crew was great they did averything possible to make averywone comfortable as possible, food was, think worst I ever head on flight, head chicken and yellow rice. Ice cream was a nic treat.

Our previous flight was delayed but they waited for us to board.

Flight was delayed, short time connection to next flight but we make it, service was good, worth to fly just to try thair on board blueberry juce. Eccelent communication with airline.

My American Airlines flight was deleted and you guys never let me know

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.

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.

Seat was very uncomfortable. The worst in all of my travels. It sagged in the middle, worse than anything any airline can offer. Not flying aer lingus again.

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.

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.

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!

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

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.

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.
11/3Tue
1 stopIcelandair
11h 50mDUB-ORD
25/3Tue
1 stopIcelandair
9h 45mORD-DUB
€310
3/3Mon
1 stopIcelandair
11h 50mDUB-ORD
26/3Wed
1 stopIcelandair
9h 45mORD-DUB
€317
11/3Tue
1 stopBritish Airways
12h 05mDUB-ORD
25/3Tue
1 stopBritish Airways
13h 04mORD-DUB
€399
10/2Mon
1 stopBritish Airways
12h 05mDUB-ORD
17/2Mon
1 stopBritish Airways
10h 50mORD-DUB
€401
8/2Sat
directAer Lingus
8h 35mDUB-ORD
17/2Mon
directAer Lingus
7h 20mORD-DUB
€478
8/2Sat
directAer Lingus
8h 35mDUB-ORD
15/2Sat
directAer Lingus
7h 20mORD-DUB
€480
1/3Sat
1 stopUnited Airlines
11h 51mDUB-ORD
6/3Thu
2 stopsUnited Airlines
16h 16mORD-DUB
€508
1/3Sat
2 stopsUnited Airlines
17h 05mDUB-ORD
5/3Wed
2 stopsUnited Airlines
13h 55mORD-DUB
€513
13/6Fri
directFinnair
8h 00mDUB-ORD
26/6Thu
directFinnair
7h 25mORD-DUB
€560
6/6Fri
directFinnair
8h 00mDUB-ORD
12/6Thu
directFinnair
7h 25mORD-DUB
€564

Search by stops

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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
3 stops
30h 06mDUB-ORD
€281
26/2Wed
2 stops
45h 52mDUB-ORD
€292
27/2Thu
2 stops
31h 52mDUB-ORD
€299
7/3Fri
directAer Lingus
8h 30mDUB-ORD
€346
2/3Sun
1 stopIcelandair
11h 50mDUB-ORD
€350
24/2Mon
1 stopIcelandair
11h 50mDUB-ORD
€369
7/6Sat
1 stopBritish Airways
15h 50mDUB-ORD
€391
19/3Wed
directAer Lingus
8h 35mDUB-ORD
€396
23/2Sun
1 stopBritish Airways
23h 25mDUB-ORD
€469
23/5Fri
directUnited Airlines
8h 15mSNN-ORD
€1,011

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.
1/2Sat
multi-stopIberia
11h 59mDUB-ORD
8/2Sat
multi-stopIberia
11h 48mORD-DUB
€428
1/2Sat
multi-stopTAP AIR PORTUGAL
17h 15mDUB-ORD
9/2Sun
multi-stopTAP AIR PORTUGAL
13h 45mORD-DUB
€491
30/1Thu
multi-stopIcelandair
11h 50mDUB-ORD
6/2Thu
multi-stopIcelandair
9h 45mORD-DUB
€497
1/2Sat
multi-stopScandinavian Airlines
13h 30mDUB-ORD
7/2Fri
multi-stopScandinavian Airlines
33h 35mORD-DUB
€519
1/2Sat
directAer Lingus
8h 35mDUB-ORD
8/2Sat
directAer Lingus
7h 20mORD-DUB
€523
1/2Sat
multi-stopUnited Airlines
11h 51mDUB-ORD
7/2Fri
multi-stopUnited Airlines
14h 10mORD-DUB
€574
31/1Fri
multi-stopBritish Airways
23h 20mDUB-ORD
6/2Thu
multi-stopBritish Airways
10h 50mORD-DUB
€586
31/1Fri
directAer Lingus
8h 35mDUB-ORD
6/2Thu
directAer Lingus
7h 20mORD-DUB
€587
31/1Fri
multi-stopUnited Airlines
16h 23mDUB-ORD
2/2Sun
multi-stopUnited Airlines
13h 45mORD-DUB
€593
30/1Thu
multi-stopBritish Airways
12h 05mDUB-ORD
6/2Thu
multi-stopBritish Airways
17h 55mORD-DUB
€605

Search by stops

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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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