Flights to Chicago

Return selected

origin

Enter the city you're flying from, or choose from the options below

Include nearby airports

selected

destination

. Enter your destination, or choose from the options below

Include nearby airports

selected

Travellers and cabin class, 1 Adult, Economy

Compare Chicago flights across hundreds of providers

Find the cheapest month or even day of the year to fly to Chicago

Book the best Chicago fare with no extra fees

Flight deals Cheapest month Alternative airports Other top airlines FAQs Route info Tips and advice

Flight deals to Chicago

Looking for a cheap last-minute deal or the best return flight to Chicago? If you want to travel to Chicago next month, return fares start from 436 €. Find the lowest prices on one-way and return tickets right here.

Chicago.310 € per passenger.Departing Mon, 23 Nov, returning Sun, 28 Feb.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Mon, 23 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Sun, 28 Feb, arriving in Milan Malpensa.Price includes taxes and charges.From 310 €, select.

Chicago.319 € per passenger.Departing Sat, 7 Nov, returning Mon, 9 Nov.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Sat, 7 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Mon, 9 Nov, arriving in Milan Malpensa.Price includes taxes and charges.From 319 €, select.

Chicago.320 € per passenger.Departing Mon, 23 Nov, returning Tue, 1 Dec.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Mon, 23 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Milan Malpensa.Price includes taxes and charges.From 320 €, select.

Chicago.321 € per passenger.Departing Thu, 4 Mar, returning Mon, 8 Mar.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Thu, 4 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Mon, 8 Mar, arriving in Milan Malpensa.Price includes taxes and charges.From 321 €, select.

Chicago.322 € per passenger.Departing Sun, 13 Dec, returning Fri, 25 Dec.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Sun, 13 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Fri, 25 Dec, arriving in Milan Malpensa.Price includes taxes and charges.From 322 €, select.

Chicago.332 € per passenger.Departing Wed, 27 Jan, returning Sun, 31 Jan.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Wed, 27 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Sun, 31 Jan, arriving in Milan Malpensa.Price includes taxes and charges.From 332 €, select.

Chicago.332 € per passenger.Departing Fri, 22 Jan, returning Mon, 1 Feb.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Rome Fiumicino on Fri, 22 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Rome Fiumicino.Price includes taxes and charges.From 332 €, select.

Chicago.336 € per passenger.Departing Thu, 18 Feb, returning Mon, 22 Feb.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Milan Malpensa on Thu, 18 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Mon, 22 Feb, arriving in Milan Malpensa.Price includes taxes and charges.From 336 €, select.

Chicago.419 € per passenger.Departing Wed, 28 Oct, returning Sat, 16 Jan.Return flight with Wizz Air and Icelandair.Outbound indirect flight with Wizz Air, departs from Milan Malpensa on Wed, 28 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sat, 16 Jan, arriving in Milan Bergamo.Price includes taxes and charges.From 419 €, select.

Chicago.436 € per passenger.Departing Wed, 14 Oct, returning Wed, 28 Oct.Return flight with Ryanair and Icelandair.Outbound indirect flight with Ryanair, departs from Milan Bergamo on Wed, 14 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Wed, 28 Oct, arriving in Milan Bergamo.Price includes taxes and charges.From 436 €, select.

Chicago.446 € per passenger.Departing Wed, 7 Apr, returning Tue, 13 Apr.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Milan Malpensa on Wed, 7 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Tue, 13 Apr, arriving in Milan Malpensa.Price includes taxes and charges.From 446 €, select.

Chicago.447 € per passenger.Departing Sun, 28 Feb, returning Fri, 5 Mar.Return flight with Scandinavian Airlines.Outbound indirect flight with Scandinavian Airlines, departs from Venice Marco Polo on Sun, 28 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Scandinavian Airlines, departs from Chicago O'Hare International on Fri, 5 Mar, arriving in Venice Marco Polo.Price includes taxes and charges.From 447 €, select.

Chicago.450 € per passenger.Departing Wed, 31 Mar, returning Tue, 6 Apr.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Milan Malpensa on Wed, 31 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Tue, 6 Apr, arriving in Milan Malpensa.Price includes taxes and charges.From 450 €, select.

Chicago.454 € per passenger.Departing Fri, 21 May, returning Mon, 31 May.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Milan Malpensa on Fri, 21 May, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Mon, 31 May, arriving in Milan Malpensa.Price includes taxes and charges.From 454 €, select.

Chicago.455 € per passenger.Departing Wed, 28 Apr, returning Tue, 31 Aug.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Milan Malpensa on Wed, 28 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Tue, 31 Aug, arriving in Milan Malpensa.Price includes taxes and charges.From 455 €, select.

Chicago.456 € per passenger.Departing Fri, 11 Dec, returning Sat, 16 Jan.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Rome Fiumicino on Fri, 11 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sat, 16 Jan, arriving in Rome Fiumicino.Price includes taxes and charges.From 456 €, select.

Find the cheapest time to fly to Chicago

Flexible on travel dates? Find the cheapest month – or even day – to fly to Chicago.

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Airports in Chicago

Compare routes to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier.

Direct flights to Chicago

Domande frequenti: Perché Scegliere Voli Economici per Chicago

How long is the flight to Chicago?

The average flight time to Chicago is 10 hours and 30 minutes. We've calculated this based on journeys from Rome.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.

Which airlines offer direct flights to Chicago?

Air Canada, Lufthansa, United, Austrian Airlines, SWISS, Finnair, American Airlines and Iberia all fly direct to Chicago.

When is the cheapest time to fly to Chicago?

The cheapest month to fly to Chicago is usually November.

How can I find the best flight deal to Chicago?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

Can I get a direct flight to Chicago?

Yes – you can fly direct to Chicago O'Hare International Airport and the average flight time is 10 hours and 24 minutes.

How much are return flights to Chicago?

The best price we found for a return flight to Chicago is 310 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which is the cheapest airport in Chicago?

The cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from 310 €.

Which upcoming date is cheapest to fly to Chicago on?

After crunching the numbers on our flight calendar, we found that the cheapest date to fly to Chicago is Monday, 23 November 2026.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

The average temperature in Chicago in September is around 20°C. The warmest month in Chicago is typically July, which averages 27°C. The coolest month is January, with temperatures averaging -5°C. The rainiest month is June, and it usually rains the least in February.

Which is the cheapest airline to fly to Chicago with?

Currently, Scandinavian Airlines and Finnair offer the cheapest flight tickets to Chicago.

Flying to Chicago

The things to know before you go.

Cheapest flight found	310 €
Cheapest month to fly	November
Average flight time	10 hrs, 24 mins
Most popular airline	Air Canada
Average flights per week	134

Discover Chicago

How to find cheap flights to Chicago

Looking for cheap tickets to Chicago? Here are a few tips on how to score the best price and make your journey as smooth as possible.

Simply hit 'search'. We've compared plane tickets from all major online travel agents and airlines flying to Chicago to find the cheapest flights. And with us there are no hidden fees - what you see is what you pay.
Flex your dates to secure the best air ticket price for your Chicago flight. If your travel dates are flexible, use Skyscanner's 'Whole month' tool to find the cheapest time to fly to Chicago.
Set up a Price Alert. You can easily track the fare of your flights to Chicago by creating an alert. Whenever prices go down or up, you'll get a push notification or e-mail to help you get the best flight deal.
Compare flight deals to Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
Look for direct flights. Only interested in direct flights to Chicago? Make sure to tick 'Direct flights only' when performing a search. If there are direct Chicago flights available, these will appear in the results.
Find the cheapest Business class flights to Chicago. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare.
Include nearby airports in your search. Widen your search for Chicago flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

Combine your flight to Chicago with hotels and car hire

Once you've secured your cheap flight ticket to Chicago, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.

Compare Chicago plane tickets with other destinations using the everywhere search

Not entirely set on flying to Chicago just yet? You can easily browse other destinations by searching flights to 'Everywhere' - this will allow you to find the cheapest place to travel to.