€251 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 16/1. 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
€399
Overall average: €483
British Airways
Tue 31/3Tue 7/4
DUB - ORD • 1 stop
Cheapest direct flights
€406
Typical prices: €458-€631
Aer Lingus
Mon 2/3Sun 8/3
DUB - ORD • Direct
Top airlines
Aer Lingus
Most flights • 14 per week
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
DUB-CHI
Cheapest
SNN-CHI
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 18% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Tue, 31 Mar - Tue, 7 Apr
British Airways Logo
08:35 - 15:55DUB-ORD
13h 20m1 stop
British Airways Logo
21:15 - 14:45ORD-DUB
11h 30m1 stop
€399British Airways
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Thu, 12 Feb - Thu, 26 Feb
Scandinavian Airlines Logo
11:15 - 16:45DUB-ORD
35h 30m2 stops
Scandinavian Airlines Logo
19:20 - 18:10ORD-DUB
16h 50m2 stops
€400Scandinavian Airlines
Find Deal
Thu, 4 Dec - Mon, 8 Dec
American Airlines Logo
11:30 - 20:34DUB-ORD
15h 04m1 stop
American Airlines Logo
18:35 - 12:35ORD-DUB
12h 00m1 stop
€406American Airlines
Find Deal
Wed, 17 Dec - Mon, 12 Jan
Aer Lingus Logo
15:20 - 17:55DUB-ORD
8h 35mdirect
Aer Lingus Logo
21:00 - 10:20ORD-DUB
7h 20mdirect
€408Aer Lingus
Find Deal
Wed, 10 Dec - Sun, 14 Dec
Aer Lingus Logo
15:20 - 17:55DUB-ORD
8h 35mdirect
Aer Lingus Logo
19:40 - 09:00ORD-DUB
7h 20mdirect
€411Aer Lingus
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Tue, 31 Mar - Tue, 7 Apr
KLM Logo
10:00 - 18:08DUB-MDW
14h 08m1 stop
KLM Logo
13:05 - 08:45MDW-DUB
13h 40m1 stop
€423KLM
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Fri, 27 Mar - Mon, 6 Apr
KLM Logo
09:45 - 18:08DUB-MDW
13h 23m1 stop
KLM Logo
13:05 - 08:45MDW-DUB
13h 40m1 stop
€424KLM
Find Deal
Wed, 10 Dec - Wed, 17 Dec
Delta Logo
05:55 - 18:00DUB-MDW
18h 05m2 stops
Delta Logo
06:00 - 07:45MDW-DUB
19h 45m1 stop
€425Delta
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Mon, 2 Mar - Sun, 8 Mar
Delta Logo
05:55 - 18:37DUB-MDW
18h 42m2 stops
Delta Logo
10:35 - 07:45MDW-DUB
16h 10m1 stop
€426Delta
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Thu, 5 Mar - Mon, 9 Mar
American Airlines Logo
07:50 - 13:50SNN-ORD
12h 00m1 stop
American Airlines Logo
11:40 - 11:30ORD-SNN
18h 50m2 stops
€531American Airlines
Find Deal
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 72 hours.

If travelling to Chicago, the cheapest city to fly from in the last 3 days was Dublin, with flights as low as €251 one-way and €399 return. Flights from Shannon are the most searched and start at $198 for a return trip.

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.

On average, a flight to Chicago costs €584. The cheapest price found on KAYAK in the last 2 weeks cost €386 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €736 on average, and Shannon to Chicago, which costs €806 on average.

See prices from:

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 €406 on average for one-way flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Ireland is €604 and €591 respectively. For return trips, the best month to travel is September with an average price of €406.

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 €394 one-way - €591 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 31 days 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, with an average flight price of €150.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight€251
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly (6% 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?

    If travelling to Chicago, the cheapest city to fly from in the last 3 days was Dublin, with flights as low as €251 one-way and €399 return. Flights from Shannon are the most searched and start at $198 for a return trip.

  • 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 €584. The cheapest price found on KAYAK in the last 2 weeks cost €386 and departed from Dublin Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where tickets can be as cheap as €635. On the other hand, the most expensive day to fly is Sunday, where prices are €738 on average.

  • 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.

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

    The cheapest time of day to fly to Chicago is generally at night, when flights cost €521 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 €678.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €394 or less one-way and €686 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Prefer to fly direct to Chicago?

 
Nonstop data is based off flight results for the next 60 days. Find direct flights from all airlines flying nonstop 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, +75 more

ANA, Aer Lingus, +76 more

Tuesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Direct returns

Chicago to Ireland

Monday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Tuesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

Friday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Saturday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

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.
7.4
United AirlinesOverall score based on 9017 reviews
6.6Food
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

10.0 ExcellentAnonymous, Nov 2025FRA - ORD
Read more United Airlines reviews

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

Experience was great overall. However, the connection time between my flights (1hr 15 mins) was too short. We had to get through security check and US immigration in that time, and I made it to the gate just as they were announcing it was about to close. Flights with such a short connection time should maybe not be offered for purchase, or an advance alert would be helpful. Other than that the in-flight experience was excellent, especially the food. Many thanks!

The seats needs to be comfortables, at least please add more padding to the seats.

Incredible service. Incredible entertainment. I felt like they just kept serving us something new avery hour. My wife and I both had a joyous flight.

They out me in the baby row so I was surrounded by toddlers, they also did not send my luggage and was not able to book my connecting flight

I was so grateful for the kindness of the crew. They made a long trip very pleasant. Food was delicious. Many movie options

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.

Dinner was fabulous. Would have enjoyed a wine with it. None offered... for sale??? Breakfast was disappointing but adequate amount of food.

Excellent flight and crew. Boarding at Dublin Airport was a very difficult trying to find the right gate.

Dublin airport is big and US Customs and Immigration screening officers are is part of the process there. This eliminates screening upon arrival to US, however should be taken into consideration when playing your transfer. After all, pleasant experience enhanced by draft Guinness and Irish coffee at the buffet area near the gate. We loved boarding by the row, back of the airplane first.

Having been prepared for paying for everything on board other than water, coffee and tea the service was OK. Food and drink is expensive but the food was OK if limited in scope. Plane was clean and obviously well serviced. After complaining about having to walk in wind and rain to a get a bus to the airport the same thing happened at Portland. I’m sure you could get a terminal gate flight, complimentary food and drink for not much more money without traipsing through rain and slush in Reykjavik. Not bad but not great.

The boarding process seem to take longer than necessary, resulting in a 20+ minute delay

Service was excellent. Food and drinks were very good except for a greasy lump of a donut at the end of the flight that left us both feeling internally disgusted.

Handling our luggage was the biggest issue - they lost it and we got it almost 3 days later. Really threw off the beginning of our trip and we really had to change our itinerary accordingly.

Seat was hard and uncomfortable and the temperature too warm and uncomfortable.

No meals included on this long international flight. Most airlines will offer you a meal when flying internationally. Not Icelandair. Your included choices are water and coffee. Poor customer service. The airport was also very confusing.

Best smelling onboard bathrooms ever. Even after use the whole flight. Biggest overhead bins. Most legroom in economy class. Great Icelandiic music. Really nice staff. Icelandair is awesome! (Don’t fly Air Canada! During the strike they lied about no flights available (I booked this flight myself) and hid the process to get money back on their website by obscuring menu titles, then made it difficult and time consuming to fill out. I’m Canadian. Don’t trust Air Canada!

Worst airline I’ve ever flown. Delayed 5.5 hrs, missed connecting flight, and missed an entire day of vacation. Zero customer service

Everything sucked. No food, one small glass of water, a tiny coffee, 5.5 hour delay with no customer service. Would never recommend flying them.

The crew was wonderful at check in, the gate and on board. Felt the luggage had more room than the passengers. The seats were smaller than most domestic U.S. airlines. I'm only 5'2" and I had little legroom. There were only 2 bathrooms in coach. Needed more. The flight was very smooth but not the most comfortable.

It was great. Enough space and room for legs . Great service to.

⭐ British Airways Review — A Journey of Highs, Lows, and Lessons ⭐ I recently flew Business Class round-trip from Boston to Mumbai with British Airways, and my experience was a tale of two extremes — from disappointment to exceptional service, and then back to inconsistency. Boston → London: A Surprisingly Poor Start My journey began on a disappointing note. On a 6-hour Business Class flight, I was surprised to discover that there wasn’t a single proper vegetarian meal option available. I was offered a few bakery items only after repeatedly requesting something to eat. The flight attendant shrugged, offered no solution, and eventually — quite literally — threw some bread at me after much delay. This was not only disheartening, it was extremely surprising given my wonderful Business Class experience with BA last year. I stepped off that flight genuinely hungry and had to make a mad dash to the lounge just to get a proper meal. London → Mumbai: A Complete Turnaround The next sector restored my faith in British Airways. The entire crew was warm, welcoming, attentive, and genuinely caring. A special shoutout to Phiroze and the entire team serving the Business Class cabin — their professionalism, hospitality, and thoughtful service were extraordinary. They truly embodied what makes British Airways a global leader, and I am deeply grateful for the experience they provided. This is the BA I know and love. Mumbai → London: A Strange Meal Schedule This sector was generally fine, but the meal timing was puzzling. Lunch at 10:30 AM — for a Business cabin — felt unusual, and most passengers, including myself, barely touched it. The rest of the service was smooth, but the scheduling definitely needs a rethink. London → Boston: Mixed Experience Again The flight itself was decent, but the Business Lounge at Heathrow for this leg was a letdown. Arrived during lunch hours: no hot vegetarian options available Lounge area: dirty dishes everywhere Even after politely alerting the staff, the dishes were ignored and left uncleared For a premium cabin passenger — and at one of the world’s busiest international hubs — this was disappointing. Overall Impression My journey with British Airways felt inconsistent — two great sectors sandwiched between two that fell short of the BA standard. When BA is good, it is world-class. When it misses, the gap is noticeable. I genuinely hope the airline takes this feedback as constructive insight. I continue to believe in British Airways, and I commend the outstanding crew on the London → Mumbai sector — they were the highlight of my entire trip. With a little more focus on vegetarian meal availability, lounge service, and consistency across crews, BA can ensure every Business Class passenger experiences the premium journey they promise.

We were in business class and I had seat # 1. This was a night flight and after dinner was served, lights were dimmed and I went to sleep. The crew were loud and noisy so I didn’t get much sleep. I expect the crew to enjoy themselves but would Appreciate some decency in staying quiet while the passengers sleep

Have travelled business class with other airlines who profess to be the best in the world. They can however not beat the service and comfort that BA provide.

Well unfortunately our connecting was cancelled and next flight delayed. Was in airport 9 hours. Flight itself was good. I’m sure it was a FAA problem.

Great on board entertainment Tasty food Cattle class obviously crammed but not as bad as shorter hall flights

I was attacked in the Miami airport and the staff did nothing. On my flight from London to Miami one of the flight attendants screamed at me and demanded I keep my seat in the upright position at all times during the fight so the man behind me was comfortable for the flight. I will never in my life use British airways again

Logan gate staff was unhelpful. Arrived early, come to find out the airbus scheduled was reassigned and I did not have a seat. The desk agent spoke to his supervisor who instructed him to give me a boarding pass to get up to gate area, he was polite. At the gate the fellow was sitting to the side with two other BA staff . I asked him if he could help me, his answer was” we are on a break, we are closed” then turned his back. I am almost 70, drove 4 1/2 hours to Boston and had been looking forward to this trip for 5 months. I have worked in service many times in my life and this is not how it is done. I eventually (1/2 hr) before boarding was able to get a seat. The rest of the flight experience was unremarkable.

The boarding process was chaotic at LHR and the seat was not as comfortable as other airlines....

Airlines have to stop assuming passengers bring entertainment. Provide it like you used to in business class and above!! N

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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.