€246 Cheap flights to Chicago
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 20/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago from Ireland is in November. Flight prices, which tend to average around €373, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago in November, then you should wait until September to fly from Ireland, when ticket prices are also cheap, with an average price of €455.
What is the absolute cheapest flight to Chicago?
In the past two weeks, users have booked deals to Chicago for €131/person, which is 7% cheaper than the average flight to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.
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What is the cheapest day to depart on your flight to Chicago?
On average, the least expensive day to fly to Chicago from Ireland is on a Monday. momondo users have found tickets for Monday departures for as low as €619. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Chicago on Sunday is €747.
What is the cheapest time of day to depart on your flight to Chicago?
In the evening is the cheapest time of day to fly from Ireland to Chicago when you can find flight prices for as low as €536. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are €668 on average. Flights to Chicago from Ireland in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.
Cheapest flights to Chicago
Find the cheapest flights to Chicago from your nearest city or airport
| CHEAPEST MONTH TO FLY TO CHICAGO FROM DUBLIN | November | 27% cheaper | Flying from Dublin to Chicago costs on average just €373 in November |
| MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM DUBLIN | July | 28% more expensive | It costs about €650 for flights to Chicago from Dublin in July |
| MOST POPULAR MONTH TO FLY TO CHICAGO FROM DUBLIN | October | 296% more users visited | More momondo users searched in flights to Chicago from Dublin in October than any other month |
Cheap Chicago flight deals and tips
Summary info about Chicago flight prices, duration and airlines
Best One-Way Price | €246 |
|---|---|
Best Round-Trip Price | €360 |
Fastest flight time | 22h 15m |
Popular in | July |
Frequently asked questions about flying to Chicago
When is it best to fly to Chicago to go sightseeing?
The city of Chicago has many sights to see while visiting. Many tourists find it ideal to go sightseeing when the weather is warmer, but not blistering. Consider booking your flight to Chicago for May or June, when temperatures are a bit higher and the chance of rain is relatively low. Many travellers find it worthwhile to visit Magnificent Mile, Art Institute of Chicago, and Grant Park.
How far in advance should I book a flight to Chicago?
We recommend purchasing flights from Ireland to Chicago 56 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for €507. However, in the past 72 hours, people saw flights from Ireland for as low as €317.
Is there an alternative airport near Chicago?
Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (14 km from Chicago city centre).
Is there a cheaper alternative to flying into Chicago?
With an average price of €141 per person, Chicago Midway Airport is the cheapest airport to fly into when planning your trip to Chicago. This price can fluctuate based on where you are flying from. momondo’s Airport-to-Airport Pricing Tool can help users find the best prices.
Are there flights to Grand Boulevard?
Yes, you can get a flight ticket to Chicago O'Hare Intl if you want to reach Grand Boulevard. It is the nearest Chicago airport (30.1 km away).
What’s the closest airport to Magnificent Mile?
The closest airport to Magnificent Mile is 25.0 km away - Chicago’s Chicago O'Hare Intl airport.
When did momondo last update prices for flights to Chicago?
Prices for flights to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights to Chicago?
As of April 2025, there are 9 operators available to choose from for flights to Chicago.
How old do you have to be to fly to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and stopovers. It is recommended that you verify with the airline you are booking with for travel to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Why use momondo?
Why should I use momondo to find a flight deal to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Chicago. Millions of users trust and use momondo every year so you are in good company.
Can I find flights to Chicago with flexible booking policies on momondo?
Yes. All flights to Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.
How can momondo help me find flights to Chicago?
Once you have performed a search for flights to Chicago, momondo helps you find the right flight by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.