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Cheap flights from Chicago to Newfoundland and Labrador from C$ 286

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
5 Sep — 12 Sep1
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 6 August 2026.

Wed 16/97:25 a.m. -
2 stops13h 00m
Wed 23/96:00 a.m. -
2 stops17h 11m
Deal found 2/8C$ 619
Wed 16/911:45 a.m. -
2 stops10h 40m
Wed 23/96:05 a.m. -
2 stops11h 00m
Deal found 2/8C$ 702
Wed 16/911:45 a.m. -
2 stops10h 40m
Wed 23/96:00 a.m. -
2 stops11h 05m
Deal found 2/8C$ 715
Mon 14/911:45 a.m. -
2 stops10h 40m
Mon 21/96:00 a.m. -
2 stops11h 05m
Deal found 1/8C$ 732
Sat 19/911:45 a.m. -
2 stops10h 40m
Sat 26/96:00 a.m. -
2 stops11h 05m
Deal found 5/8C$ 750
Tue 22/93:20 p.m. -
2 stops7h 05m
Sat 26/96:05 a.m. -
2 stops11h 00m
Deal found 3/8C$ 868
Mon 31/810:25 a.m. -
2 stops10h 00m
Wed 2/96:00 a.m. -
2 stops11h 05m
Deal found 1/8C$ 869
Sat 3/1011:45 a.m. -
2 stops10h 40m
Sun 11/106:05 a.m. -
2 stops11h 00m
Deal found 1/8C$ 893

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 6 August 2026.

Round-trip from

C$ 619

One-way from

C$ 286
16/9-23/9
  • 16/9-23/9
  • 4 total stops
  • 30h 11m total
  • Chicago to Newfoundland and Labrador
Search Deals
Porter Airlines
  • Porter Airlines
  • 18/9
  • 2 total stops
  • 31h 05m 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 6 August 2026.
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

Wed 16/9

7:25 a.m.-10:55 p.m.

2 stops13h 00m

St John's

Wed 23/9

6:00 a.m.-8:41 p.m.

2 stops17h 11m

C$ 619

ChicagoSt. John's

MDW Chicago Midway - YYT St John's

MDWYYT

Chicago Midway

Wed 16/9

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Wed 23/9

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 715

ChicagoSt. John's

MDW Chicago Midway - YYT St John's

MDWYYT

Chicago Midway

Sat 19/9

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Sat 26/9

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 750

ChicagoSt. John's

MDW Chicago Midway - YYT St John's

MDWYYT

Chicago Midway

Wed 16/9

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Wed 23/9

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 777

ChicagoSt. John's

MDW Chicago Midway - YYT St John's

MDWYYT

Chicago Midway

Mon 31/8

10:25 a.m.-10:55 p.m.

2 stops10h 00m

St John's

Wed 2/9

6:00 a.m.-2:35 p.m.

2 stops11h 05m

C$ 869

ChicagoSt. John's

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

ORDYYT

Chicago O'Hare Intl

Mon 24/8

5:30 p.m.-6:45 a.m.

1 stop10h 45m

St John's

Sat 29/8

7:35 a.m.-4:40 p.m.

1 stop11h 35m

C$ 893

ChicagoSt. John's

MDW Chicago Midway - YYT St John's

MDWYYT

Chicago Midway

Sat 3/10

11:45 a.m.-12:55 a.m.

2 stops10h 40m

St John's

Sun 11/10

6:05 a.m.-2:35 p.m.

2 stops11h 00m

C$ 893

ChicagoSt. John's

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

ORDYYT

Chicago O'Hare Intl

Mon 31/8

2:00 p.m.-12:50 a.m.

2 stops8h 20m

St John's

Wed 2/9

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

1 stop8h 55m

C$ 895

ChicagoSt. John's

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

ORDYYT

Chicago O'Hare Intl

Sat 19/9

8:03 a.m.-6:05 p.m.

1 stop7h 32m

St John's

Sat 26/9

6:00 a.m.-7:30 p.m.

2 stops16h 00m

C$ 921

ChicagoSt. John's

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

ORDYYT

Chicago O'Hare Intl

Wed 16/9

8:30 p.m.-9:35 p.m.

2 stops22h 35m

St John's

Wed 23/9

6:00 a.m.-4:18 p.m.

2 stops12h 48m

C$ 921

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 22 resultsSorted by cheapest first
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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 Porter Airlines, WestJet, and Air Canada fly from Chicago to Newfoundland and Labrador in about 8h 20m. The time it takes to get you to your destination can typically vary by up to 2h 25m. There are 2816 km between Chicago and Newfoundland and Labrador. Both multi-stop and direct flights can be found to your destination and back.

  • 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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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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