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Cheap air tickets to Chicago

Compare Chicago flights across hundreds of providers

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

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Flight deals to Chicago

Looking for a cheap last-minute deal or the best return flight to Chicago? Find the biggest savings on one-way and return tickets right here.
Chicago.HK$5,860 per passenger.Departing Thu, 5 Feb, returning Sun, 1 Mar.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Thu, 5 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 1 Mar, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$5,860, select.
Chicago.HK$5,860 per passenger.Departing Thu, 12 Feb, returning Sun, 22 Feb.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Thu, 12 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 22 Feb, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$5,860, select.
Chicago.HK$5,864 per passenger.Departing Mon, 8 Jun, returning Mon, 15 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Mon, 8 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 15 Jun, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$5,864, select.
Chicago.HK$6,087 per passenger.Departing Fri, 23 Jan, returning Sun, 25 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Fri, 23 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 25 Jan, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$6,087, select.
Chicago.HK$6,285 per passenger.Departing Tue, 20 Jan, returning Sun, 19 Apr.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Tue, 20 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 19 Apr, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$6,285, select.
Chicago.HK$6,305 per passenger.Departing Wed, 3 Dec, returning Wed, 10 Dec.Return flight with EVA Air.Outbound indirect flight with EVA Air, departs from Hong Kong Intl on Wed, 3 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with EVA Air, departs from Chicago O'Hare International on Wed, 10 Dec, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$6,305, select.
Chicago.HK$6,331 per passenger.Departing Sat, 19 Sep, returning Sat, 26 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Sat, 19 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 26 Sep, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$6,331, select.
Chicago.HK$6,340 per passenger.Departing Thu, 1 Oct, returning Fri, 30 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Hong Kong Intl on Thu, 1 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 30 Oct, arriving in Hong Kong Intl.Price includes taxes and charges.From HK$6,340, select.

Find the cheapest time to fly to Chicago

Flexible on travel dates? Find the cheapest month – or even day – to fly to Chicago.
Nov
Find prices
Dec
from HK$6,305
Jan
from HK$6,087
Feb
from HK$5,860
Mar
from HK$6,342
Apr
from HK$6,344
May
from HK$6,549
Jun
from HK$5,864
Jul
from HK$9,088
Aug
from HK$9,074
Sep
from HK$6,331
Oct
from HK$6,340

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

Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
Cathay Pacific, MIAT Mongolian Airlines, Cargolux all fly direct to Chicago.
The cheapest month to fly to Chicago is usually February.
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.
Yes – you can fly direct to Chicago O'Hare International Airport and the average flight time is 15 hours and 14 minutes.
The best price we found for a return flight to Chicago is HK$5,860. 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.
The cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from HK$5,860.
After crunching the numbers on our flight calendar, we found that the cheapest date to fly to Chicago is Thursday, 12 February 2026.
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.
The average temperature in Chicago in November is around 5°C. The warmest month in Chicago is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -8°C. The rainiest month is August, and it usually rains the least in January.
Currently, Air Canada and Cathay Pacific offer the cheapest flight tickets to Chicago.

Discover Chicago

How to find cheap flights to Chicago in 2026

Looking for cheap tickets to Chicago? Round-trip tickets to Chicago start from HK$5,860 and one-way flights to Chicago start from HK$3,496.

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.
  • Depart from the cheapest location. Look out for flights from Hong Kong - this is the cheapest location to depart from when flying to Chicago.
  • Fly to the cheapest airport. Search for flights to Chicago O'Hare International Airport - this is the cheapest airport to fly to when travelling 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 up or down, you'll get a push notification or email to help you get the best flight deal.
  • 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.
  • Compare flight deals to Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to Chicago start from HK$3,496 one-way.
  • Flexible on when you travel? The cheapest month to fly to Chicago is February.
  • 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. For reference, Chicago Midway
    Chicago O'Hare International
    Chicago Dupage County
    Chicago Rockford Airport serve Chicago.
  • Look for direct flights. Only interested in direct flights to Chicago? Make sure to check "Direct flights only" when performing a search. Airlines that fly direct to Chicago: Cathay Pacific
    MIAT Mongolian Airlines
    Cargolux
  • 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.
  • Search for cheap flights regardless of where you are. To get the best flight booking experience when out and about, download the app and search for plane tickets to Chicago whenever you want.

Combine your flight to Chicago with hotels and car rental

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 rental companies all at once so you get the best car rental price for your trip.

Compare Chicago plane tickets with other destinations using the everywhere search

Not quite 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.


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Plan your trip to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.