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Cheap flights from Chicago to Newfoundland and Labrador from C$ 755

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
28 Feb — 7 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Newfoundland and Labrador

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Newfoundland and Labrador
Explore the most affordable flight options available from Chicago to Newfoundland and Labrador. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 January 2026.

Fri 8/53:50 p.m.
ORD
-
YYT
1 stop7h 18m
Air Canada
Tue 12/58:30 a.m.
YYT
-
ORD
1 stop8h 55m
Air Canada
Deal found 26/1C$ 755
Fri 1/52:15 p.m.
ORD
-
YYT
1 stop6h 38m
Air Canada
Wed 6/58:30 a.m.
YYT
-
ORD
1 stop8h 55m
Air Canada
Deal found 27/1C$ 756
Fri 8/58:12 a.m.
ORD
-
YYT
1 stop7h 18m
Porter Airlines
Tue 12/56:05 a.m.
YYT
-
ORD
2 stops10h 45m
Porter Airlines
Deal found 26/1C$ 798
Wed 24/68:45 a.m.
ORD
-
YYT
2 stops8h 28m
Air Canada
Mon 29/61:35 p.m.
YYT
-
ORD
1 stop8h 42m
Air Canada
Deal found 27/1C$ 842
Mon 25/58:45 a.m.
ORD
-
YYT
1 stop5h 56m
Air Canada
Sun 31/58:30 a.m.
YYT
-
ORD
1 stop8h 55m
Air Canada
Deal found 28/1C$ 878
Fri 8/510:00 a.m.
ORD
-
YYT
2 stops12h 11m
United Airlines
Tue 12/55:20 a.m.
YYT
-
ORD
2 stops11h 38m
United Airlines
Deal found 26/1C$ 888
Tue 30/68:45 a.m.
ORD
-
YYT
1 stop5h 55m
Air Canada
Tue 7/71:15 p.m.
YYT
-
ORD
1 stop9h 20m
Air Canada
Deal found 27/1C$ 896
Wed 5/88:45 a.m.
ORD
-
YYT
1 stop5h 55m
Air Canada
Sun 9/88:30 a.m.
YYT
-
ORD
1 stop7h 22m
Air Canada
Deal found 28/1C$ 903
Fri 8/510:25 a.m.
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Tue 12/56:05 a.m.
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 26/1C$ 948
Wed 16/910:25 a.m.
MDW
-
YYT
1 stop10h 00m
Multiple Airlines
Mon 21/91:20 p.m.
YYT
-
MDW
1 stop22h 50m
Multiple Airlines
Deal found 27/1C$ 967
Wed 16/910:25 a.m.
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Mon 21/98:55 a.m.
YYT
-
MDW
2 stops10h 25m
Porter Airlines
Deal found 27/1C$ 1,017
Mon 25/510:25 a.m.
MDW
-
YYT
2 stops11h 56m
Porter Airlines
Sun 31/56:05 a.m.
YYT
-
MDW
2 stops13h 15m
Porter Airlines
Deal found 28/1C$ 1,070

Find flight deals from Chicago to Newfoundland and Labrador

Keep the following information in mind while searching for Chicago to Newfoundland and Labrador flight deals. Data was last updated 29 January 2026.

Round-trip from

C$ 755
Air Canada
  • Air Canada
  • 8/5-12/5
  • 2 total stops
  • 16h 13m total
  • Chicago to Newfoundland and Labrador
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Newfoundland and Labrador that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 January 2026.
Use the filters below to find and compare flights from Chicago to Newfoundland and Labrador that are best for you.

Fly from

Chicago

Fly to

Newfoundland and Labrador

Route

Depart

Return

Price

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 8/5

3:50 p.m.-1:38 a.m.

1 stop7h 18m

St John's

Tue 12/5

8:30 a.m.-2:55 p.m.

1 stop8h 55m

C$ 755

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 1/5

2:15 p.m.-11:23 p.m.

1 stop6h 38m

St John's

Wed 6/5

8:30 a.m.-2:55 p.m.

1 stop8h 55m

C$ 756

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 8/5

8:12 a.m.-6:00 p.m.

1 stop7h 18m

St John's

Tue 12/5

6:05 a.m.-2:20 p.m.

2 stops10h 45m

C$ 798

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 24/6

8:45 a.m.-7:43 p.m.

2 stops8h 28m

St John's

Mon 29/6

7:30 a.m.-4:57 p.m.

2 stops11h 57m

C$ 842

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 8/5

10:00 a.m.-12:41 a.m.

2 stops12h 11m

St John's

Tue 12/5

5:20 a.m.-2:28 p.m.

2 stops11h 38m

C$ 888

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 30/6

8:45 a.m.-5:10 p.m.

1 stop5h 55m

St John's

Tue 7/7

5:30 a.m.-1:10 p.m.

2 stops10h 10m

C$ 896

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 8/5

10:25 a.m.-12:51 a.m.

2 stops11h 56m

St John's

Tue 12/5

6:05 a.m.-4:50 p.m.

2 stops13h 15m

C$ 948

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 25/5

10:25 a.m.-12:51 a.m.

2 stops11h 56m

St John's

Sun 31/5

6:05 a.m.-4:50 p.m.

2 stops13h 15m

C$ 1,070

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 9/2

11:05 a.m.-1:01 a.m.

2 stops11h 26m

St John's

Fri 13/2

6:15 a.m.-11:55 a.m.

2 stops32h 10m

C$ 1,214

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/1

Best time to book a flight from Chicago to Newfoundland and Labrador

Have a flexible travel schedule? Discover the best time to fly to Newfoundland and Labrador from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Newfoundland and Labrador
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Newfoundland and Labrador. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Newfoundland and Labrador?

    Airlines like Air Canada and Porter Airlines fly from Chicago to Newfoundland and Labrador in about 7h 18m. The time it takes to get you to your destination can typically vary by up to . There are 2816 km between Chicago and Newfoundland and Labrador.

  • Can I find deals for flights from Chicago to Newfoundland and Labrador that include hotel bookings?

    Yes. In addition to deals on Chicago to Newfoundland and Labrador flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Newfoundland and Labrador?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Newfoundland and Labrador.

  • Can I find deals for business class flights from Chicago to Newfoundland and Labrador?

    Yes. Cheapflights offers flight deals from Chicago to Newfoundland and Labrador by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Chicago to Newfoundland and Labrador

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How does Cheapflights help users find flights from Chicago to Newfoundland and Labrador?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chicago to Newfoundland and Labrador. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Newfoundland and Labrador?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Chicago to Newfoundland and Labrador.

Can Cheapflights find flights from Chicago to Newfoundland and Labrador with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago to Newfoundland and Labrador with no change fees.

Can Cheapflights notify me if prices for flights from Chicago to Newfoundland and Labrador become cheaper?

Yes, Cheapflights offers price alerts on Chicago to Newfoundland and Labrador flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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