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

Air Canada, Porter Airlines, and United 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 June 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.

$298 Cheap Flights from Chicago to Newfoundland and Labrador in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Newfoundland and Labrador

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:25 am - 10:55 pm

MDW

YYT

34h 00m

2 stops

7:00 pm - 9:40 am

YYT

MDW

17h 10m

1 stop

$503Porter Airlines

Mon, Jul 20 - Tue, Jul 28

10:25 am - 12:08 am

MDW

YYT

11h 13m

1 stop

10:00 am - 9:40 am

YYT

MDW

26h 10m

1 stop

$519Porter Airlines

Mon, Jul 20 - Tue, Jul 28

11:45 am - 6:00 pm

ORD

YYT

27h 45m

1 stop

6:00 am - 9:35 pm

YYT

ORD

18h 05m

2 stops

$533Porter Airlines

Wed, Sep 2 - Tue, Sep 15

7:00 am - 10:55 pm

ORD

YYT

13h 25m

2 stops

6:00 am - 9:35 pm

YYT

ORD

18h 05m

2 stops

$556Multiple Airlines

Wed, Sep 2 - Tue, Sep 15

10:25 am - 12:55 am

MDW

YYT

12h 00m

2 stops

6:00 am - 2:35 pm

YYT

MDW

11h 05m

2 stops

$568Porter Airlines

Wed, Jul 1 - Tue, Jul 14

7:55 am - 11:20 pm

ORD

YYT

36h 55m

2 stops

1:20 pm - 9:35 pm

YYT

ORD

10h 45m

1 stop

$590Multiple Airlines

Mon, Aug 31 - Mon, Sep 14

3:45 pm - 12:58 am

ORD

YDF

6h 43m

1 stop

2:05 pm - 7:48 pm

YDF

ORD

8h 13m

1 stop

$684Air Canada

Fri, Sep 25 - Sun, Oct 4

3:45 pm - 12:58 am

ORD

YDF

6h 43m

1 stop

5:25 am - 2:52 pm

YDF

ORD

11h 57m

2 stops

$687Air Canada

Fri, Sep 25 - Sun, Oct 4

5:00 am - 4:34 pm

ORD

YDF

9h 04m

2 stops

2:05 pm - 7:48 pm

YDF

ORD

8h 13m

1 stop

$690United Airlines

Fri, Sep 25 - Mon, Oct 5

7:47 pm - 4:34 pm

ORD

YDF

18h 17m

2 stops

5:10 pm - 9:45 am

YDF

ORD

19h 05m

2 stops

$696United Airlines

Fri, Sep 25 - Mon, Oct 5

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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

Jul 20

MDW10:25 amChicago Midway

34h 00m

2 stops

YYT10:55 pmSt John's

Jul 28

YYT7:00 pmSt John's

17h 10m

1 stop

MDW9:40 amChicago Midway

$503

Porter Airlines

Jul 20

MDW10:25 amChicago Midway

11h 13m

1 stop

YYT12:08 amSt John's

Jul 28

YYT10:00 amSt John's

26h 10m

1 stop

MDW9:40 amChicago Midway

$519

Porter Airlines

Jul 1

MDW10:25 amChicago Midway

12h 00m

2 stops

YYT12:55 amSt John's

Jul 14

YYT6:00 amSt John's

11h 05m

2 stops

MDW2:35 pmChicago Midway

$568

Air Canada flights from Chicago to Newfoundland and Labrador

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

Air Canada

Jul 8

ORD2:15 pmChicago O'Hare Intl

6h 36m

1 stop

YYT11:21 pmSt John's

Jul 15

YYT8:30 amSt John's

7h 22m

1 stop

ORD1:22 pmChicago O'Hare Intl

$654

Air Canada

Jul 20

ORD3:40 pmChicago O'Hare Intl

6h 35m

1 stop

YYT12:45 amSt John's

Jul 28

YYT2:05 pmSt John's

8h 30m

1 stop

ORD8:05 pmChicago O'Hare Intl

$655

Air Canada

Jul 1

ORD3:45 pmChicago O'Hare Intl

7h 36m

1 stop

YYT1:51 amSt John's

Jul 6

YYT5:00 amSt John's

10h 52m

1 stop

ORD1:22 pmChicago O'Hare Intl

$657

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

MDW - YYT

MDWYYT

Chicago Midway

Mon 7/20

10:25 am-10:55 pm

2 stops34h 00m

St John's

Tue 7/28

7:00 pm-9:40 am

1 stop17h 10m

$503

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 7/20

10:25 am-12:08 am

1 stop11h 13m

St John's

Tue 7/28

10:00 am-9:40 am

1 stop26h 10m

$519

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 9/2

11:45 am-6:00 pm

1 stop27h 45m

St John's

Tue 9/15

6:00 am-9:35 pm

2 stops18h 05m

$533

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 9/2

7:00 am-10:55 pm

2 stops13h 25m

St John's

Tue 9/15

6:00 am-9:35 pm

2 stops18h 05m

$556

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 7/1

10:25 am-12:55 am

2 stops12h 00m

St John's

Tue 7/14

6:00 am-2:35 pm

2 stops11h 05m

$568

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 8/31

7:55 am-11:20 pm

2 stops36h 55m

St John's

Mon 9/14

1:20 pm-9:35 pm

1 stop10h 45m

$590

Quickest round-trip

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Fri 9/25

3:45 pm-12:58 am

1 stop6h 43m

Deer Lake

Sun 10/4

2:05 pm-7:48 pm

1 stop8h 13m

$684

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Fri 9/25

3:45 pm-12:58 am

1 stop6h 43m

Deer Lake

Sun 10/4

5:25 am-2:52 pm

2 stops11h 57m

$687

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Fri 9/25

5:00 am-4:34 pm

2 stops9h 04m

Deer Lake

Mon 10/5

2:05 pm-7:48 pm

1 stop8h 13m

$690

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Fri 9/25

7:47 pm-4:34 pm

2 stops18h 17m

Deer Lake

Mon 10/5

5:10 pm-9:45 am

2 stops19h 05m

$696

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 54% 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

Fastest flight time	5h 19m
Direct flights	None

The fastest flight from Chicago to Newfoundland and Labrador takes 5h 19m

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 June 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 $527	Free Cancellation	Rating 7.1 11,160 reviews		Search Air Canada flights
United Airlines	PriceFrom $614	Free Cancellation	Rating 7.4 9,804 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.