Cheap Flights from St John's to Chicago

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Find the cheapest month to fly from St John's to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like St John's to Chicago flights are currently cheapest in May.

St John's to Chicago: Flight information

The things to know before you go.
Cheapest flight foundRs60,435
Cheapest month to flyMay

Finding cheap flights from St John's to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from St John's to Chicago is Rs117,426. 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.
Currently, there are no airlines that fly direct from St John's to Chicago. But we found flights with one or more stops from Rs117,426.
As of April 2026, there are no flights flying from St John's to Chicago.
The cheapest month to fly from St John's to Chicago is usually May.
If you're flying from St John's Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from Rs117,426.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from St John's Airport to Chicago on Thursday, 21 May 2026.
No airlines currently offer direct flights between St John's Airport and Chicago. Most routes have one or more stops.
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.
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.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, WestJet offers the cheapest flight tickets to Chicago.

Flying from St. John's International Airport (YYT) to Chicago: what you need to know

  • St. John's International Airport is located in St John's. Following the UTC-5 timezone, Chicago is two hours 30 minutes behind St John's.

  • To avoid missing your YYT to Chicago flight, leave enough time for things like check-in and baggage drop. Turning up two hours before international departures and one hour before domestic flights is the general rule.

  • Be prepared for longer lines during popular months like August. Arriving up to four hours ahead of international flights and two hours for domestic departures will help ensure a smooth travel experience.

  • Located around 6 kilometres from the centre of St John's, YYT can be reached in about 15 minutes by car. The journey on public transport will take roughly 1 hour.

  • Looking for a hotel close to YYT? If you're catching an early flight from St. John's International Airport to Chicago, these accommodation options will put you moments from your departure gate:

  • 62.67% of flights that depart St. John's International Airport make it to their destination on time.

How to find the cheapest flights from St. John's International Airport (YYT) to Chicago

  • The lowest price we've found for a one-way St. John's International Airport to Chicago flight is Rs60,435. The cheapest price for a return flight is Rs117,426. Keep in mind fares may change due to demand at the time of booking.

  • Booking in advance is often the key to securing a cheap flight from YYT to Chicago. Flight prices rise as demand increases, so the nearer your departure date, the more it could cost you.

  • Scoring cheap tickets from St. John's International Airport to Chicago is easier if you're flexible with your travel plans. Try using the 'Whole month' search tool to access the lowest fares throughout the month and pick up an awesome deal.

  • Finding a cheap flight from YYT to Chicago is a breeze with Price Alerts. Simply set up one of these automatic notifications and we'll notify you when a better deal is available.

  • Save on your flight from St. John's International Airport to Chicago with the help of our filters. Choose your preferred departure time, duration and airlines, then sort the results by 'Cheapest' for the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

  • The distance from O'Hare International Airport (ORD) to central Chicago is roughly 40 kilometres. It takes around 35 minutes to reach the centre driving.

  • Getting there by public transport takes around 55 minutes.

  • If you're arriving on a late flight from St. John's International Airport to Chicago, few things beat the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and resting not long after at one of these accommodation options near ORD:

  • Pick up an O'Hare International Airport rental car and discover Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are top outlets you can book with here.

  • Lock in the best rate by booking your vehicle from O'Hare International Airport about four weeks ahead of your flight from YYT to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from St. John's International Airport to Chicago has hit the runway, you can get to the city centre in around 20 minutes by car. Central Chicago is roughly 19 kilometres from Chicago Midway International Airport (MDW).

  • The trip will take about 45 minutes on public transport.

  • After stepping off your YYT to Chicago flight, kick back at a hotel close to MDW. These are some comfortable accommodation options that'll help you slip into relaxation mode:

  • Forget about inconvenient public transport schedules or waiting in a long cab line. Grab a Chicago Midway International Airport rental car and take your journey in whatever direction you like. Check out the rates and availability from Dollar, Hertz and Budget.

  • Get what you want, not just what's left over. Securing your ride from MDW four weeks in advance often means lower prices and a wider choice of vehicles.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from St. John's International Airport to Chicago and go straight to your hotel or start sightseeing right away. Central Chicago is around 137 kilometres from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach by car.

  • Public transport will take you there in about 4 hours 15 minutes.

  • If you don't want to make the journey to the centre, find a hotel near RFD. Check in to one of these stays after your YYT to Chicago flight:

  • Whether you want a zippy compact for a solo getaway or a full-size SUV to fit everyone and their gear, you'll find the perfect Chicago Rockford International Airport rental car for you. Explore the range of wheels available here from companies such as Budget, Alamo and National.

  • If you're looking for a specific kind of vehicle, booking early gives you a better shot at getting what you want. Book your ride from RFD at least a couple of weeks ahead of your flight from St. John's International Airport to Chicago.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your travel dates before securing your flight from St. John's International Airport to Chicago. The city buzzes in high season, but prices are generally higher and major attractions can be crowded. Go to Chicago in the low season if you want a quieter vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Book your St. John's International Airport to Chicago flight ticket then if that's your ideal forecast.

  • January has average temperatures of between -12ºC and 3ºC. Look for a cheap ticket from YYT to Chicago around that time if you like cooler conditions.

More about Chicago

  • Once you've booked your flight from St. John's International Airport to Chicago, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Chicago:

  • There are so many things to do and see in this city it can be tricky to know where to begin. Art Institute of Chicago, Millennium Park and LandShark Beer Garden at Navy Pier are top sights which should be on any good Chicago itinerary.

Explore more of United States

  • You've visited Chicago, now it's time to explore other corners of United States. Journey about 451 kilometres south-east to Columbus to check off its leading attractions. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a full itinerary ahead.

  • If there's time to check out another side of United States, consider Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are highlights.

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