€341 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 26/5. 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
€356
Typical prices: €423-€540
Scandinavian Airlines
ti 3/2ma 16/2
DUB - ORD • 1 stop
Cheapest direct flights
€446
Typical prices: €417-€544
Lufthansa
pe 20/2pe 27/2
DUB - ORD • Direct
Top airlines
Aer Lingus
Most flights • 7 per week
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
SNN-CHI
Cheapest
DUB-CHI
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 21% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals to Chicago

ti, 3 helmi - ma, 16 helmi
Scandinavian Airlines Logo
19:05 - 16:45
DUB
-
ORD
27h 40m1 stop
Scandinavian Airlines Logo
19:20 - 18:20
ORD
-
DUB
17h 00m1 stop
€356Scandinavian Airlines
ke, 4 helmi - ma, 23 helmi
Scandinavian Airlines Logo
19:05 - 16:45
DUB
-
ORD
27h 40m1 stop
Scandinavian Airlines Logo
19:20 - 18:20
ORD
-
DUB
17h 00m1 stop
€357Scandinavian Airlines
pe, 20 helmi - pe, 27 helmi
KLM Logo
13:20 - 14:20
ORK
-
ORD
31h 00m1 stop
KLM Logo
17:20 - 15:00
ORD
-
ORK
15h 40m1 stop
€454KLM
to, 22 tammi - ma, 26 tammi
Delta Logo
05:55 - 17:55
DUB
-
MDW
18h 00m2 stops
Delta Logo
13:26 - 15:45
MDW
-
DUB
20h 19m2 stops
€456Delta
pe, 6 helmi - su, 15 helmi
Delta Logo
05:55 - 18:36
DUB
-
MDW
18h 41m2 stops
Delta Logo
13:29 - 15:45
MDW
-
DUB
20h 16m2 stops
€457Delta
to, 19 helmi - to, 26 helmi
KLM Logo
13:25 - 14:20
ORK
-
ORD
30h 55m1 stop
KLM Logo
14:09 - 10:45
ORD
-
ORK
14h 36m2 stops
€459KLM
pe, 6 helmi - ti, 10 helmi
British Airways Logo
07:50 - 17:00
SNN
-
ORD
15h 10m1 stop
British Airways Logo
18:25 - 16:45
ORD
-
SNN
16h 20m1 stop
€513British Airways
ma, 2 helmi - su, 8 helmi
British Airways Logo
07:50 - 23:27
SNN
-
ORD
21h 37m2 stops
British Airways Logo
11:44 - 11:30
ORD
-
SNN
17h 46m2 stops
€518British Airways
to, 22 tammi - ma, 26 tammi
American Airlines Logo
07:50 - 15:25
SNN
-
ORD
13h 35m1 stop
American Airlines Logo
20:45 - 16:45
ORD
-
SNN
14h 00m1 stop
€574American Airlines
to, 22 tammi - ma, 26 tammi
American Airlines Logo
07:50 - 17:00
SNN
-
ORD
15h 10m1 stop
American Airlines Logo
13:25 - 11:30
ORD
-
SNN
16h 05m2 stops
€575American 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 72 hours.

If travelling to Chicago, the cheapest city to fly from in the last 3 days was Shannon, with flights as low as €341 one-way and €356 return. Flights from Dublin 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 €607. The cheapest price found on KAYAK in the last 2 weeks cost €231 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €690 on average, and Shannon to Chicago, which costs €740 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 €401 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 €619 and €586 respectively. For return trips, the best month to travel is September with an average price of €401.

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 €397 one-way - €531 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€341
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly (3% more expensive on average)
Flight from Shannon 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 Shannon, with flights as low as €341 one-way and €356 return. Flights from Dublin 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 €607. The cheapest price found on KAYAK in the last 2 weeks cost €231 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 €641. On the other hand, the most expensive day to fly is Tuesday, where prices are €721 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 in the evening, when flights cost €593 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 €674.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €397 or less one-way and €540 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.
7.4
United AirlinesOverall score based on 9139 reviews
7.7Boarding
6.6Food
7.1Entertainment
7.3Comfort
8.1Crew
Airline reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

10.0 ExcellentDr. Joseph, Jan 2026
EWR - ORD
Read more United Airlines reviews

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

An international flight on an apron is pretty unusual in my 40 years of traveling. Departure delay. Luggage despite over an hour connection did not make it to the flight. Actually still in Germany. My luggage was not moved until I reached my final destination despite knowing it to be left in Germany upon my arrival in Chicago. The service left me a little off, both going and returning from Europe. Light on in the cabin even during a night flight and lots of traffic no matter what. Maybe passengers want more service? As a frequent traveler i just want to be able to sleep, the food will be better at the destination anyway. So since the cabin crew woke me up I asked for a cocktail, I did not get the best response although sitting in row 20 premium economy. I usually fly premium economy or business and my 2 flight to Europe in 2025 with United both had luggage delays and other minor issues. American flights to Australia, Canada and Europe went smoothly and Premium plus feels very much like business light. Is United Club becoming a waste and Silver/Gold levels another waste??

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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

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

Like - the crew were nice Dislike - sitting on the tarmac for long periods after boarding and landing.

I was not admitted to the flight!!! i need a refund for this.

It’s my new favourite airline! Everything was smooth and relaxed!

One of the best flights I've been on in a while. Very genuinely friendly staff. Courteous, kind, respectful. On a past flight (not Aer Lingus) I remember being woken up rudely to put my seat forward. Like a child being berated for something. Oddly jarring experience when someone could just tap you gently on the shoulder and gesture kindly. But I noticed the Aer Lingus staff were incredibly patient with everyone on the plane. It's the holiday season and I noticed a lot more elderly customers on the plane than I typically see flying, and the staff went above and beyond with helping accommodate people. Service throughout the flight was flawless. They came through offering water, and picking up garbage at perfect intervals. Seemed like this flight, everyone was on point. And the flight landed early on top of that

Seats are small, but comfortable and more space around you, so for a normal person the seats are perfect. If you are a big and fat individual, I would not think the seats are comfortable. All else was good and normal. Lots of movies to watch.

Customer service was excellent! The app was terrible, tried several times to check in without success! But the young lady that checked us in was absolutely terrific and helpful.

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.

Food - Non-Existent. You pay for everything. It is strictly Pay-to-Play!

The Experience Was Torture Spend a few extra dollars and avoid Icelandair at all costs. There is absolutely no refreshments, no food, no drinks. Only water, coffee, tea are free and at only half a tiny cup. Entertainment is limited selection of films, shows and mostly outdated. The seats are smaller than usual, with no cushion, no pillows, no blankets. First time in my life have I witness an airline asking for donations in spare change for a charity. With all the money Icelandair saves by starving the passenger, they can afford to give this charity on their own.

Again, we paid $ 328.00 for specific seats are were assigned those seats.

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!

Check-in experience, for business call please provide a premium experience

Lost my luggage, ran out of food choices in business class, ground crew was completely unapologetic.

Excellent. The crew and flight were great. Checking in was easy and everyone was very helpful.

Entertainment devices on A380 need to be fixed, the seats might do with updates.

Everything. Employees offered to help me because I had to use a cane.

Check-in and boarding were great. On flight staff were rude and disrespectful. Paid for extra room and found it incredibly cramped. Bathrooms kept in poor condition. Overall negative experience.

Great seat in premium economy, great food and drinks throughout lots of in flight entertainment. 1 hour 40 min delayed flying out , 2 1/2 hour wait at passport control in tampa

Plane was extremely delayed, but not all of it was BA fault (some was). Worst part was lack of room - this had as much space as an Allegiant flight. I thought transatlantic usually gave you an extra inch or two, but not this one. Entertainment system sporadically worked and didn’t have great options. Overhead bins are old and tiny, not as good as aunties new planes.

My seat cushion was poor. The cushion was compressed and was uncomfortable for such a long flight.

Besides having a LONG layover in Philadelphia to begin with, our flight was delayed and left late. We spent 7 hours in the Philadelphia airport after being in the air 7 hours from Portugal to Philly. It turned into a 24 hour day of travel which was exhausting. I know you can't help weather but our layover was difficult as my husband is handicapped. The staff was EXTREMELY helpful with his wheelchair tho!!

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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.