How to find cheap flights to Chicago
$1,230 is currently the cheapest price we've found for a return flight to Chicago. For a one-way ticket, the lowest fare is $701.
Book at the perfect time with Price Alerts. You'll receive an email or a notification on the app if Chicago ticket prices change.
To get cheap tickets to Chicago, book six months before you travel. That's the general recommendation for scoring the best bargains.
Broaden your search for cheap Chicago flights by selecting the 'Add nearby airports' box. You'll see fares for surrounding airports which could offer bigger savings.
If you aren't in a rush to get to the city, think about taking a scenic route. You might find cheaper Chicago plane tickets by booking a flight with one or more stops.
Best time to go to Chicago
The cheapest month to jump on a flight to Chicago is usually May.
To find the month with the cheapest Chicago flights, use the 'Whole month' tool. If you have flexible travel dates, keep an eye out for the green prices on the calendar — they show you the lowest fares that are available.
If you'd like to experience the city at its liveliest, lock in your flights to Chicago for August. Being on holiday during high seasons generally means there's more to see and do than at other times of the year.
The quietest time of the year to go is January. Book your Chicago plane tickets then and enjoy sightseeing at a slower pace.
With averages between 15ºC (59ºF) and 29ºC (84ºF), July is when Chicago is at its warmest. Organise your visit around your weather preferences to get the most out of your trip.
January has the lowest temperatures, ranging from about -12ºC (10ºF) to 3ºC (37ºF).
Travelling to Chicago: what you need to know
You can pick from a range of airports when organising your Chicago flight. Check out your options for jetting into O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) or Chicago Rockford International Airport (RFD).
Skip the layovers and get to your destination in a single journey. Lock in a direct flight to Chicago with one of these leading airlines:
Lock in your Chicago plane tickets and then find the perfect place to stay. These popular hotels will put you close to all the action:
Getting to central Chicago from O'Hare International Airport (ORD)
ORD, the city's main airport, is located about 40 kilometres from central Chicago.
If you're taking a cab or ride-sharing after your flight to Chicago, it'll take around 35 minutes to reach the centre.
The journey when using public transport takes about 55 minutes.
Slip into bed shortly after your Chicago flight. Choose one of these hotels close to O'Hare International Airport and you'll be fast asleep in no time:
Chicago highlights
Put these popular attractions at the top of your to-do list after stepping off your flight to Chicago:
Millennium Park
Art Institute of Chicago
LandShark Beer Garden at Navy Pier
Complete your trip with a Chicago car hire
Choose one of our car rentals in Chicago and take in the sights at your own pace. Easily compare rates in one place to find the ideal ride after you've reserved your hotel and cheap flight to Chicago.
