€245 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 14/4. 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.
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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest return fare
€362
Typical prices: €458-€560
Scandinavian Airlines
Thu 16/4Mon 20/4
DUB - ORD • 2 stops
Cheapest direct flights
€377
Typical prices: €541-€648
Finnair
Thu 11/6Sat 20/6
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
November
Cheapest • 22% 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

Thu, 16 Apr - Mon, 20 Apr
Scandinavian Airlines Logo
11:10 - 16:10
DUB
-
ORD
35h 00m
2 stops
Scandinavian Airlines Logo
19:15 - 18:20
ORD
-
DUB
17h 05m
1 stop
€362Scandinavian Airlines
Thu, 16 Apr - Mon, 20 Apr
Scandinavian Airlines Logo
12:40 - 16:10
DUB
-
ORD
33h 30m
1 stop
Scandinavian Airlines Logo
19:15 - 18:20
ORD
-
DUB
17h 05m
1 stop
€365Scandinavian Airlines
Fri, 24 Apr - Mon, 27 Apr
Scandinavian Airlines Logo
19:05 - 16:10
DUB
-
ORD
27h 05m
1 stop
Scandinavian Airlines Logo
19:15 - 18:20
ORD
-
DUB
17h 05m
1 stop
€369Scandinavian Airlines
Thu, 11 Jun - Sat, 20 Jun
Finnair Logo
09:30 - 11:30
DUB
-
ORD
8h 00mdirect
Finnair Logo
22:25 - 11:50
ORD
-
DUB
7h 25mdirect
€377Finnair
Fri, 22 May - Tue, 2 Jun
Finnair Logo
09:30 - 11:30
DUB
-
ORD
8h 00mdirect
Finnair Logo
22:25 - 11:50
ORD
-
DUB
7h 25mdirect
€378Finnair
Fri, 22 May - Fri, 5 Jun
JetBlue Logo
11:40 - 22:56
DUB
-
ORD
17h 16m
1 stop
JetBlue Logo
06:00 - 09:00
ORD
-
DUB
21h 00m
1 stop
€395JetBlue
Sat, 7 Mar - Wed, 11 Mar
KLM Logo
06:00 - 14:20
ORK
-
ORD
14h 20m
1 stop
KLM Logo
17:25 - 10:45
ORD
-
ORK
12h 20m
1 stop
€454KLM
Sat, 7 Mar - Wed, 11 Mar
KLM Logo
06:00 - 16:54
ORK
-
ORD
16h 54m
2 stops
KLM Logo
17:25 - 10:45
ORD
-
ORK
12h 20m
1 stop
€468KLM
Fri, 22 May - Sun, 31 May
United Airlines Logo
09:30 - 11:50
SNN
-
ORD
8h 20mdirect
United Airlines Logo
18:28 - 10:15
ORD
-
SNN
9h 47m
1 stop
€505United Airlines
Fri, 22 May - Sun, 31 May
United Airlines Logo
09:30 - 11:50
SNN
-
ORD
8h 20mdirect
United Airlines Logo
18:05 - 07:30
ORD
-
SNN
7h 25mdirect
€506United 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 Dublin, with flights as low as €245 one-way and €362 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 €546. The cheapest price found on KAYAK in the last 2 weeks cost €348 and departed from Dublin. The most popular routes on KAYAK are Dublin to Chicago which costs €588 on average, and Shannon to Chicago, which costs €766 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 November, 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 €602 and €558 respectively. For return trips, the best month to travel is November 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 €441 one-way - €536 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 60 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 €127.

Good to know – Book Cheap Chicago Plane Tickets

Low seasonJanuary
Cheapest flight€245
Best time to beat the crowds but there is an average 4% increase in price.
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 €245 one-way and €362 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 €546. The cheapest price found on KAYAK in the last 2 weeks cost €348 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 Thursday where tickets can be as cheap as €619. On the other hand, the most expensive day to fly is Sunday, where prices are €723 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 afternoon, which is peak travel time and where the average cost of a ticket is €704.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for €441 or less one-way and €615 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 9339 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
6.6Food
Airline reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

10.0 ExcellentDr. Joseph, Feb 2026
DCA - ORD
Read more United Airlines reviews

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Flight from CHI to PVD was delayed by over 20 hours.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

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

I love the direct flights. It saves a lot of hassle and allows immigration and customs in Ireland, making arrival much easier.

Great. Has a problem with DOB. Fixed 4 us. Led to a 5 hour earlier flight to London!

One of the best flight experiences I've have had in along time. Would fly with them again.

So, the trip from Dublin to LA did not really happen because the flight took off before we could finish the transfer.

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

Nice, quick flight. There were lots of empty seats so they told me I could sit next to the emergency exit where I would have more legroom.

The staff was kind and helpful. There was no food, and you needed to bring your own earphones to use the entertainment, which I didn’t know.

They wouldn’t check in my luggage even though I had one checked bag prepaid. So I took my bag to the gate and tried to check it in there and two employees scolded me for bringing a large bag to the gate. I told them I was trying to check it in and that it was prepaid, and they said they couldn’t guarantee that it would arrive at my destination but they finally let me drop it off when boarding the plane and pick it up right after exiting the plane. There was no food, and there was no entertainment.

Overall satisfied and would fly with them again. They could improve the check-in efficiency at BOS, we got backed up because it seemed there were passengers requiring much more time for check in.

The customer service was unbeatable from the wheelchair assist team to the flight attendants. The pilot also did an excellent job managing the turbulence.

Delays at check-in, seemed like they were short ground staff at the time and some passengers needed extra processing.

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

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

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

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

I don’t understand how they charge as much as they do for such a poor experience

I wish the plane had pod seating for business class. I had a window seat (8K) and I had to climb over the person sitting on the aisle when I needed to get up. Also there is no partition between the seats for privacy when sleeping. The Asian airlines have much nicer business class seating. Their seats are wider for better comfort when sleeping.

The seat space seemed small especially when the person ahead reclined but other than that, very good.

Luggage transfer in Chicago was not performed in time. I received my luggage at my destination two days later.

Food was poor quality and the screens for entertainment didn’t work properly

It was a short flight, everything was good with it.

I darted through the Frankfurt airport to make my connecting flight. I asked if it was a possibility to upgrade and the agent did. This was the kindest gesture and it made up for the previous delayed flight and distress/anxiety of anticipating that Zi was going to miss my Frankfurt-Chicago connection. I cannot express my gratitude for the upgrade.. I am 5feet 10 inches do the leg space was amazing.

I meant this flight was not good, the one from Tirana to Frankfurt was better!

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.