Find Cheap Flights from St. John's to Chicago (YYT - CHI)

Flights overview

Useful information for finding cheap flights from St. John's to Chicago and booking your next trip

Cheapest round-trip flights	$551	Air Canada 3 stops 11 hr Thu, Jul 9 — Wed, Jul 15	The cheapest round-trip flight from St. John's to Chicago is currently $551
Cheapest one-way flight	$304	Air Canada 2 stops 9 hr Wed, Jun 3	The cheapest one-way flight from St. John's to Chicago is currently $304
Last-minute weekend getaway	$800	Air Canada, United 1 stop 8 hr Sat, May 9 — Sun, May 10	The cheapest last-minute weekend getaway from St. John's to Chicago is currently $800
Cheapest business class flights	$1,011	Air Canada, United 2 stops 11 hr Sun, Jun 7 — Mon, Jun 15	The cheapest business class round-trip flight from St. John's to Chicago is currently $1,011

Fastest flight	6 hr 51 min	The fastest flight with stops from St. John's to Chicago takes 6 hr 51 min
Nonstop flights	None	There are no direct flights on this route.

When is the cheapest time to fly?

The cheapest month to fly from St. John's to Chicago is typically January. The most expensive month to fly is typically May.

January Cheapest	Typical prices: $415–800
May Most expensive	Typical prices: $520–750

Popular airlines from St. John's to Chicago

Air Canada

from $551

Typical price: $460–800

147 weekly connecting flights

YYT - ORD Every day
Porter Airlines

36 weekly connecting flights

YYT - MDW Every day
WestJet

from $994

Typical price: $980–1,350

2 weekly connecting flights

YYT - ORD Every Thu, Fri

Popular airports near St. John's

St. John's International Airport (YYT)

St. John's Canada 13 min 4 mi
Gander International Airport (YQX) (YQX)

Gander Canada 3 hr 29 min 127 mi

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 26 min 16 mi
Chicago Midway International Airport (MDW)

Chicago United States 25 min 9 mi
Milwaukee Mitchell International Airport (MKE)

Milwaukee United States 1 hr 23 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from St. John's to Chicago

The cheapest flights from St. John's to Chicago are usually in January. Typical ticket prices in January range from $415 to $800.

The cheapest round-trip flight from St. John's to Chicago recently found on Google Flights was with Air Canada from $551. The cheapest one-way flight was with Air Canada from $304.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Air Canada flight from St. John's to Chicago is $551, flying from Jul 9 to Jul 15.
The cheapest WestJet flight from St. John's to Chicago is $994, flying from May 29 to Jun 4.

The cheapest round-trip flight from St. John's to Chicago starts at $551 from Thu, Jul 9 to Wed, Jul 15. The cheapest one-way flight starts at $304 and departs on Wed, Jun 3.

6 hr 51 min is the shortest flight time from St. John's to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from St. John's to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

What counts as the best airline for your flights from St. John's to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from St. John's to Chicago.

In terms of flights, Air Canada is the most popular. Air Canada offers 147 connecting flights per week. Air Canada flies from St. John's International Airport (YYT) to Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from St. John's to Chicago are:

Porter Airlines offers 36 connecting flights per week. Porter Airlines flies from St. John's International Airport (YYT) to Chicago Midway International Airport (MDW) .
WestJet offers 2 connecting flights per week. WestJet flies from St. John's International Airport (YYT) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between St. John's and Chicago.

The cheapest round-trip flight from St. John's to Chicago recently found on Google Flights was with Air Canada from $551. The cheapest one-way flight was with Air Canada from $304.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest Air Canada flight from St. John's to Chicago is $551, flying from Jul 9 to Jul 15.
The cheapest WestJet flight from St. John's to Chicago is $994, flying from May 29 to Jun 4.

No airline flies direct from St. John's to Chicago.

There are 147 Air Canada connecting flights from St. John's to Chicago per week. Flights are available every day.
There are 36 Porter Airlines connecting flights from St. John's to Chicago per week. Flights are available every day.
There are 2 WestJet connecting flights from St. John's to Chicago per week. Flights are available on Thursday and Friday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

The cheapest last-minute deal between St. John's and Chicago at price $800 is offered by Air Canada, United from Sat, May 9 to Sun, May 10.

No airline flies direct from St. John's to Chicago.

There are 147 Air Canada connecting flights from St. John's to Chicago per week. Flights are available every day.
There are 36 Porter Airlines connecting flights from St. John's to Chicago per week. Flights are available every day.
There are 2 WestJet connecting flights from St. John's to Chicago per week. Flights are available on Thursday and Friday.

Use the Stops filter while searching for flights, to see only nonstop options in your results.

There are no direct flights from St. John's to Chicago.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from St. John's to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.

The cheapest business class round-trip flights between St. John's and Chicago start at $1,011 from Sun, Jun 7 to Mon, Jun 15 with Air Canada, United.

The cheapest economy class round-trip flights between St. John's and Chicago start at $551 from Thu, Jul 9 to Wed, Jul 15.

To book business class trips from St. John's to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.

The best last-minute getaway deal for the next weekend between St. John's and Chicago starts at $800 from Sat, May 9 to Sun, May 10 with Air Canada, United.

The cheapest last-minute deal between St. John's and Chicago at price $800 is offered by Air Canada, United from Sat, May 9 to Sun, May 10.

To find last-minute flight deals from St. John's to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.