What is the cheapest airline that flies from Chicago to Newfoundland and Labrador?

Air Canada and Porter Airlines are the most popular carriers operating from Chicago to Newfoundland and Labrador

How many operators does momondo search for flights from Chicago to Newfoundland and Labrador?

There are 2 operators available for flights from Chicago to Newfoundland and Labrador as of November 2026.

How old do you have to be to fly from Chicago to Newfoundland and Labrador?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Newfoundland and Labrador.

What documentation or ID do you need to fly to Newfoundland and Labrador?

The necessary travel and health documents for your Newfoundland and Labrador trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$405 Cheap Flights from Chicago to Newfoundland and Labrador in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Newfoundland and Labrador

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:15 pm - 12:58 amORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

6:00 am - 5:40 pmYYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

$640Porter Airlines

Mon, Dec 7 - Sun, Dec 13

12:15 pm - 12:58 amORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

6:00 am - 5:40 pmYYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

$668Porter Airlines

Mon, Dec 14 - Thu, Dec 17

12:15 pm - 12:58 amORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

6:00 am - 5:40 pmYYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

$681Porter Airlines

Wed, Dec 2 - Wed, Dec 9

12:20 pm - 12:58 amORD Chicago O'Hare Intl-YYT St John's

10h 08m2 stops Toronto Island Ottawa

6:00 am - 11:30 amYYT St John's-ORD Chicago O'Hare Intl

8h 00m2 stops Ottawa Toronto Island

$687Porter Airlines

Mon, Mar 22 - Fri, Mar 26

4:30 pm - 1:41 amORD Chicago O'Hare Intl-YYT St John's

6h 41m1 stop Toronto Pearson Intl

2:20 pm - 7:58 pmYYT St John's-ORD Chicago O'Hare Intl

8h 08m1 stop Toronto Pearson Intl

$757Air Canada

Wed, Dec 9 - Sat, Dec 12

4:30 pm - 1:41 amORD Chicago O'Hare Intl-YYT St John's

6h 41m1 stop Toronto Pearson Intl

2:20 pm - 7:58 pmYYT St John's-ORD Chicago O'Hare Intl

8h 08m1 stop Toronto Pearson Intl

$765Air Canada

Wed, Dec 9 - Sat, Dec 12

12:50 pm - 11:31 pmORD Chicago O'Hare Intl-YYT St John's

8h 11m1 stop Toronto Pearson Intl

2:20 pm - 7:58 pmYYT St John's-ORD Chicago O'Hare Intl

8h 08m1 stop Toronto Pearson Intl

$765Air Canada

Wed, Dec 2 - Wed, Dec 9

1:55 pm - 12:03 amORD Chicago O'Hare Intl-YDF Deer Lake

7h 38m1 stop Montreal Pierre Elliott Trudeau Intl

5:45 am - 11:07 amYDF Deer Lake-ORD Chicago O'Hare Intl

7h 52m1 stop Montreal Pierre Elliott Trudeau Intl

$1,169United Airlines

Mon, Mar 22 - Fri, Mar 26

6:00 am - 12:03 amORD Chicago O'Hare Intl-YDF Deer Lake

15h 33m2 stops Newark Montreal Pierre Elliott Trudeau Intl

5:45 am - 11:07 amYDF Deer Lake-ORD Chicago O'Hare Intl

7h 52m1 stop Montreal Pierre Elliott Trudeau Intl

$1,174United Airlines

Mon, Mar 22 - Fri, Mar 26

8:50 am - 12:03 amORD Chicago O'Hare Intl-YDF Deer Lake

12h 43m2 stops Washington, D.C. Dulles Intl Montreal Pierre Elliott Trudeau Intl

1:20 pm - 11:24 pmYDF Deer Lake-ORD Chicago O'Hare Intl

12h 34m2 stops Toronto Pearson Intl Washington, D.C. Dulles Intl

$1,244United Airlines

Mon, Mar 22 - Fri, Mar 26

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Porter Airlines flights from Chicago to Newfoundland and Labrador

Our best Porter Airlines deals on Chicago to Newfoundland and Labrador flight tickets

Porter Airlines

Dec 7

ORD12:15 pmChicago O'Hare Intl

10h 13m

2 stops

YYT12:58 amSt John's

Dec 13

YYT6:00 amSt John's

14h 10m

2 stops

ORD5:40 pmChicago O'Hare Intl

$640

Porter Airlines

Dec 14

ORD12:15 pmChicago O'Hare Intl

10h 13m

2 stops

YYT12:58 amSt John's

Dec 17

YYT6:00 amSt John's

14h 10m

2 stops

ORD5:40 pmChicago O'Hare Intl

$668

Porter Airlines

Dec 2

ORD12:15 pmChicago O'Hare Intl

10h 13m

2 stops

YYT12:58 amSt John's

Dec 9

YYT6:00 amSt John's

14h 10m

2 stops

ORD5:40 pmChicago O'Hare Intl

$681

Air Canada flights from Chicago to Newfoundland and Labrador

Our best Air Canada deals on Chicago to Newfoundland and Labrador flight tickets

Air Canada

Dec 9

ORD4:30 pmChicago O'Hare Intl

6h 41m

1 stop

YYT1:41 amSt John's

Dec 12

YYT2:20 pmSt John's

8h 08m

1 stop

ORD7:58 pmChicago O'Hare Intl

$757

Air Canada

Dec 9

ORD4:30 pmChicago O'Hare Intl

6h 41m

1 stop

YYT1:41 amSt John's

Dec 12

YYT2:20 pmSt John's

8h 08m

1 stop

ORD7:58 pmChicago O'Hare Intl

$765

Air Canada

Dec 14

ORD4:30 pmChicago O'Hare Intl

6h 41m

1 stop

YYT1:41 amSt John's

Dec 17

YYT6:40 amSt John's

9h 03m

1 stop

ORD1:13 pmChicago O'Hare Intl

$768

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Newfoundland and Labrador that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 12/7

12:15 pm-12:58 am

2 stops10h 13m

St John's

Sun 12/13

6:00 am-5:40 pm

2 stops14h 10m

$640

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 12/14

12:15 pm-12:58 am

2 stops10h 13m

St John's

Thu 12/17

6:00 am-5:40 pm

2 stops14h 10m

$668

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/2

12:15 pm-12:58 am

2 stops10h 13m

St John's

Wed 12/9

6:00 am-5:40 pm

2 stops14h 10m

$681

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Mon 3/22

12:20 pm-12:58 am

2 stops10h 08m

St John's

Fri 3/26

6:00 am-11:30 am

2 stops8h 00m

$687

Quickest round-trip

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/9

4:30 pm-1:41 am

1 stop6h 41m

St John's

Sat 12/12

2:20 pm-7:58 pm

1 stop8h 08m

$757

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/9

4:30 pm-1:41 am

1 stop6h 41m

St John's

Sat 12/12

2:20 pm-7:58 pm

1 stop8h 08m

$765

ChicagoSt. John's

ORD Chicago O'Hare Intl - YYT St John's

ORDYYT

Chicago O'Hare Intl

Wed 12/2

12:50 pm-11:31 pm

1 stop8h 11m

St John's

Wed 12/9

2:20 pm-7:58 pm

1 stop8h 08m

$765

ChicagoDeer Lake

ORD Chicago O'Hare Intl - YDF Deer Lake

ORDYDF

Chicago O'Hare Intl

Mon 3/22

1:55 pm-12:03 am

1 stop7h 38m

Deer Lake

Fri 3/26

5:45 am-11:07 am

1 stop7h 52m

$1,169

ChicagoDeer Lake

ORD Chicago O'Hare Intl - YDF Deer Lake

ORDYDF

Chicago O'Hare Intl

Mon 3/22

6:00 am-12:03 am

2 stops15h 33m

Deer Lake

Fri 3/26

5:45 am-11:07 am

1 stop7h 52m

$1,174

ChicagoDeer Lake

ORD Chicago O'Hare Intl - YDF Deer Lake

ORDYDF

Chicago O'Hare Intl

Mon 3/22

8:50 am-12:03 am

2 stops12h 43m

Deer Lake

Fri 3/26

1:20 pm-11:24 pm

2 stops12h 34m

$1,244

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Newfoundland and Labrador

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Can stopping save me money on Chicago to Newfoundland and Labrador flights?

You could potentially save up to 18% on your flight if you consider stops on a Chicago to Newfoundland and Labrador flight.

Cheap Chicago to Newfoundland and Labrador flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Newfoundland and Labrador

Best Price Found	$405
Fastest flight time	7h 38m
Direct flights	None

The best one-way flight to Newfoundland and Labrador from Chicago in the past 72 hours is $405. The best round-trip flight deal from Chicago to Newfoundland and Labrador found on momondo in the last 72 hours is $640.

The fastest flight from Chicago to Newfoundland and Labrador takes 7h 38m

There are no direct flights from Chicago to Newfoundland and Labrador. There are no popular flight routes from Chicago to Newfoundland and Labrador.

Search flight deals

Frequently asked questions about flying from Chicago to Newfoundland and Labrador

When did momondo last update prices for flights from Chicago to Newfoundland and Labrador?
Prices for flights from Chicago to Newfoundland and Labrador refresh daily.
How many operators does momondo search for flights from Chicago to Newfoundland and Labrador?
There are 2 operators available for flights from Chicago to Newfoundland and Labrador as of November 2026.
How old do you have to be to fly from Chicago to Newfoundland and Labrador?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Newfoundland and Labrador.
What documentation or ID do you need to fly to Newfoundland and Labrador?
The necessary travel and health documents for your Newfoundland and Labrador trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago to Newfoundland and Labrador

Compare and see reviews for airlines that fly from Chicago to Newfoundland and Labrador with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $533	Free Cancellation	Rating 7.1 11,860 reviews		Search Air Canada flights
United Airlines	PriceFrom $614	Free Cancellation	Rating 7.3 10,462 reviews		Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Newfoundland and Labrador?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Newfoundland and Labrador. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Newfoundland and Labrador with flexible booking policies on momondo?

All flight searches from Chicago to Newfoundland and Labrador on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Newfoundland and Labrador?

Once all potential Chicago to Newfoundland and Labrador flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Newfoundland and Labrador right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Newfoundland and Labrador, momondo offers a useful price alert feature which will track prices for flights to Newfoundland and Labrador from Chicago and alert you when they change.