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Cheap flights from Chicago to Newfoundland and Labrador from C$ 302

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 18/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap 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 30 October 2025.

Round-trip from

C$ 619

One-way from

C$ 302

Popular in

December

Cheapest in

February
3/12-8/12
  • 3/12-8/12
  • 3 total stops
  • 48h 28m total
  • Chicago to Newfoundland and Labrador
Search Deals
18/11
  • 18/11
  • 3 total stops
  • 50h 57m total
  • Chicago to Newfoundland and Labrador
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (C$ 474 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 74 potential savings vs. average RT price).
Search Deals

Find 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 30 October 2025.

Wed 3/126:48 a.m.ORD - YYT
2 stops15h 45mMultiple Airlines
Mon 8/123:35 p.m.YYT - ORD
1 stop32h 43mMultiple Airlines
Deal found 29/10C$ 619
Mon 1/126:48 a.m.ORD - YYT
2 stops15h 45mMultiple Airlines
Fri 5/126:20 a.m.YYT - ORD
2 stops17h 58mMultiple Airlines
Deal found 29/10C$ 701
Wed 3/1211:00 a.m.MDW - YYT
2 stops11h 33mPorter Airlines
Sat 6/126:00 a.m.YYT - MDW
2 stops8h 20mPorter Airlines
Deal found 29/10C$ 769
Fri 12/1211:00 a.m.MDW - YYT
2 stops11h 33mPorter Airlines
Mon 15/126:00 a.m.YYT - MDW
2 stops11h 50mPorter Airlines
Deal found 29/10C$ 792
Wed 3/128:00 a.m.ORD - YYT
2 stops13h 00mAir Canada
Sat 6/127:30 a.m.YYT - ORD
2 stops13h 55mAir Canada
Deal found 29/10C$ 810
Fri 12/128:00 a.m.ORD - YYT
2 stops13h 00mAir Canada
Mon 15/127:30 a.m.YYT - ORD
2 stops11h 52mAir Canada
Deal found 30/10C$ 820
Sat 13/127:20 a.m.ORD - YYT
2 stops15h 13mMultiple Airlines
Sat 20/126:20 a.m.YYT - ORD
3 stops18h 17mMultiple Airlines
Deal found 29/10C$ 850
Wed 3/1211:00 a.m.MDW - YYT
2 stops9h 45mPorter Airlines
Mon 8/126:00 a.m.YYT - MDW
2 stops11h 50mPorter Airlines
Deal found 29/10C$ 853
Wed 19/1111:00 a.m.MDW - YYT
2 stops9h 45mPorter Airlines
Wed 26/116:00 a.m.YYT - MDW
2 stops30h 35mPorter Airlines
Deal found 30/10C$ 1,116
Fri 7/1111:00 a.m.MDW - YYT
2 stops11h 31mPorter Airlines
Thu 13/116:20 a.m.YYT - MDW
2 stops11h 30mPorter Airlines
Deal found 30/10C$ 1,489
Mon 3/1111:00 a.m.MDW - YYT
2 stops11h 31mPorter Airlines
Wed 5/116:00 a.m.YYT - MDW
2 stops30h 35mPorter Airlines
Deal found 30/10C$ 1,702

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 30 October 2025.
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

Wed 3/12

6:48 a.m.-1:03 a.m.

2 stops15h 45m

St John's

Mon 8/12

3:35 p.m.-9:48 p.m.

1 stop32h 43m

C$ 619

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 1/12

6:48 a.m.-1:03 a.m.

2 stops15h 45m

St John's

Fri 5/12

6:20 a.m.-9:48 p.m.

2 stops17h 58m

C$ 701

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 3/12

11:00 a.m.-1:03 a.m.

2 stops11h 33m

St John's

Sat 6/12

6:00 a.m.-11:50 a.m.

2 stops8h 20m

C$ 769

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

11:00 a.m.-1:03 a.m.

2 stops11h 33m

St John's

Mon 15/12

6:00 a.m.-3:20 p.m.

2 stops11h 50m

C$ 792

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 7/4

4:15 p.m.-1:33 a.m.

1 stop6h 48m

St John's

Wed 8/4

5:25 a.m.-10:57 a.m.

1 stop8h 02m

C$ 800

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 3/12

8:00 a.m.-11:30 p.m.

2 stops13h 00m

St John's

Sat 6/12

7:30 a.m.-6:55 p.m.

2 stops13h 55m

C$ 810

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 12/12

8:00 a.m.-11:30 p.m.

2 stops13h 00m

St John's

Mon 15/12

7:30 a.m.-5:48 p.m.

2 stops12h 48m

C$ 820

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 19/11

11:00 a.m.-11:15 p.m.

2 stops9h 45m

St John's

Wed 26/11

6:00 a.m.-10:05 a.m.

2 stops30h 35m

C$ 1,116

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 18/11

7:34 p.m.-1:01 a.m.

3 stops50h 57m

C$ 302

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Tue 18/11

11:00 a.m.-1:01 a.m.

2 stops11h 31m

C$ 433

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Showing 1-10 of 12 results
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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

How much does it cost to fly round-trip from Chicago to Newfoundland and Labrador?

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 and Air Canada fly from Chicago to Newfoundland and Labrador in about 6h 48m. The time it takes to get you to your destination can typically vary by up to 4h 45m. 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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