Cheap flights from Chicago to St John's

Compare Chicago to St John's flight deals

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Flight deals from Chicago to St John's

Looking for a cheap last-minute deal or the best return flight from Chicago to St John's Airport? If you want to travel next month, return fares start from $789. Find the lowest prices on one-way and return tickets right here.

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

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

Chicago to St John's: Alternative routes

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

Chicago to St John's: Flight information

The things to know before you go.
Cheapest flight found$414
Cheapest month to flySeptember

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

The best price we found for a return flight from Chicago to St John's is $673. 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 Chicago to St John's. But we found flights with one stop from $673.
As of July 2026, there are no flights flying from Chicago to St John's.
The cheapest month to fly from Chicago to St John's is usually August.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to St John's Airport on Friday, 28 August 2026.
No airlines currently offer direct flights between Chicago and St John's Airport. 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 St John's 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 St John's is around 40 days in advance, so don’t leave your flight to the last minute.

The cheapest airline that flies to St John's is Porter Airlines .

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

  • The timezone in St John's is UTC-4:30, which is two hours 30 minutes ahead of Chicago. St John's International Airport is located in St John's.

  • Your flight from Chicago to YYT won't wait if you're running late, so be at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're flying internationally.

  • If you're travelling during a peak month like July, be at the airport even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of a domestic departure. You can expect lines to be longer during holiday periods like Thanksgiving and spring break.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • A stopover is the ideal opportunity to break up your trip and possibly even explore a different city. When browsing cheap flights from Chicago to YYT leaving from Chicago O'Hare International Airport (ORD), deselect the 'Direct flights only' box to find out where you can stop along the way. Here's where you could connect through:

    • Toronto Pearson International Airport (YYZ)

    • Montreal-Trudeau International Airport (YUL)

    • Calgary International Airport (YYC)

  • Located around 27 kilometres from central Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey by public transport is roughly 45 minutes.

  • Catching an early flight from Chicago to St John's International Airport? Avoid the stress of rushing to the terminal (and enjoy a few extra z's) by choosing one of these hotels near Chicago O'Hare International Airport:

  • When it comes to Chicago O'Hare International Airport's on-time performance, data shows 70% of flights stick to their scheduled arrival time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Add a stopover to your journey at Orlando International Airport (MCO). It's a popular transfer point for flights from Chicago to St John's International Airport (YYT) out of Chicago Midway International Airport.

  • You can reach MDW from central Chicago in about 25 minutes by car, depending on traffic. The journey on public transport will take roughly 30 minutes to cover the 16 kilometres or so.

  • Catching the earliest flight? You might like to check in to one of these accommodation options near Chicago Midway International Airport the day before your Chicago to YYT flight:

  • Chicago Midway International Airport has an on-time performance rate of 76%. This figure reflects how often flights that take off from this airport arrive at their destination on time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is around 145 kilometres from central Chicago. Driving from the city centre to the terminal takes about 1 hour 40 minutes. If you're planning to use public transport, expect a journey of around 2 hours.

  • Skip the morning rush on departure day — stay close to Chicago Rockford International Airport and know you'll be at the terminal with time to spare. Get settled at one of these hotels the day before if you've booked an early Chicago to St John's International Airport flight:

  • Flights that leave from RFD arrive at their final stop on schedule 71% of the time.

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

About St John's International Airport (YYT)

Getting from St John's International Airport (YYT) to central St John's

  • St John's International Airport is around 11 kilometres from the centre of St John's. It takes around 20 minutes or so to get to the city by car.

  • If you're using public transport, expect a journey time of about 35 minutes.

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

  • At the moment, $414 is the best price we've found for a one-way ticket from Chicago to St John's International Airport. The cheapest price for a return flight is $673. Keep in mind fares can change due to availability at the time of booking.

  • Don't leave things to the last minute. You're more likely to walk away with cheap flights from Chicago to YYT if you book ahead. Airlines often have some fantastic early bird deals.

  • The 'Whole month' search tool will show you the cheapest Chicago to St John's International Airport tickets throughout the entire month. It's a good way to snap up a bargain if your plans aren't set in stone.

  • There's no need to check every day to find out if fares have dropped when you set up a Price Alert. We'll notify you as soon as there's a better deal on plane tickets from Chicago to YYT.

  • Save on your flight from Chicago to St John's International Airport by using filters. Select your ideal times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to St John's International Airport (YYT)

  • February is the quietest month for flights from Chicago to St John's International Airport (YYT), while July is the busiest. Choose the best time to go to St John's based on whether you want a lively atmosphere or a more laid-back vibe.

  • Book a Chicago to YYT plane ticket departing in August if you want to explore the city during its warmest month. You can expect temperatures in St John's to range from 12ºC (54ºF) to 20ºC (68ºF).

  • If you like travelling in cooler conditions, search for a cheap ticket from Chicago to St John's International Airport in February when temperatures are between -7ºC (19ºF) and 2ºC (36ºF).

More about St John's

Explore more of Canada

  • You've visited St John's, now it's time to explore more of Canada. Journey around 257 kilometres northwest to Grand Falls-Windsor to check off its leading sights. From Roman Catholic Cathedral of the Immaculate Conception to Canyon Park Walking Trail and Salmonid Interpretation Centre, there's plenty to keep you on the go.

  • If you're looking to explore another great destination in Canada, head for Grand Bank, about 241 kilometres west of St John's. Victoria Hall Museum, Seaman's Provincial Museum and George C. Harris House - Museum of Local History are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.