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Cheap flights from Chicago to Newfoundland and Labrador from C$ 401

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 24/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
15 Oct — 22 Oct1
1 adult
1 adult, Economy

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 15 September 2025.

Round-trip from

C$ 497

One-way from

C$ 401

Popular in

December

Cheapest in

February

Average price

C$ 774
6/10-17/10
  • 6/10-17/10
  • 3 total stops
  • 32h 42m total
  • Chicago to Newfoundland and Labrador
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Air Canada
  • Air Canada
  • 24/9
  • 2 total stops
  • 11h 13m total
  • Chicago to Newfoundland and Labrador
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 240 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Chicago to Newfoundland and Labrador

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 15 September 2025.

Mon 6/109:35 a.m.MDW - YYT
2 stops12h 33mMultiple Airlines
Fri 17/103:00 p.m.YYT - MDW
1 stop20h 09mMultiple Airlines
Deal found 13/9C$ 497
Mon 6/106:00 a.m.ORD - YYT
2 stops16h 08mMultiple Airlines
Fri 17/107:10 a.m.YYT - ORD
1 stop12h 03mMultiple Airlines
Deal found 13/9C$ 532
Wed 1/105:17 p.m.ORD - YYT
2 stops28h 51mMultiple Airlines
Sun 12/107:10 a.m.YYT - ORD
1 stop12h 03mMultiple Airlines
Deal found 15/9C$ 597
Fri 17/104:53 p.m.ORD - YYT
3 stops27h 33mMultiple Airlines
Sat 25/103:00 p.m.YYT - ORD
2 stops34h 19mMultiple Airlines
Deal found 13/9C$ 611
Wed 26/116:05 a.m.ORD - YYT
2 stops16h 26mMultiple Airlines
Mon 1/123:35 p.m.YYT - ORD
1 stop32h 18mMultiple Airlines
Deal found 13/9C$ 688
Sat 22/1112:45 p.m.MDW - YYT
2 stops9h 46mPorter Airlines
Sat 29/116:20 a.m.YYT - MDW
2 stops8h 00mPorter Airlines
Deal found 13/9C$ 699
Wed 29/106:00 a.m.ORD - YYT
2 stops16h 31mMultiple Airlines
Wed 5/115:40 p.m.YYT - ORD
2 stops29h 50mMultiple Airlines
Deal found 14/9C$ 729
Wed 26/1111:00 a.m.MDW - YYT
2 stops11h 31mMultiple Airlines
Wed 10/124:15 p.m.YYT - MDW
3 stops20h 20mMultiple Airlines
Deal found 13/9C$ 732
Mon 6/105:20 p.m.MDW - YYT
1 stop16h 27mPorter Airlines
Fri 17/102:55 p.m.YYT - MDW
3 stops20h 14mPorter Airlines
Deal found 13/9C$ 761
Sat 22/119:41 a.m.MDW - YYT
3 stops27h 24mMultiple Airlines
Sat 29/116:20 a.m.YYT - MDW
2 stops8h 00mMultiple Airlines
Deal found 13/9C$ 796
Fri 17/109:35 a.m.MDW - YYT
2 stops12h 33mPorter Airlines
Sun 26/106:20 a.m.YYT - MDW
2 stops11h 30mPorter Airlines
Deal found 13/9C$ 843
Wed 1/109:35 a.m.MDW - YYT
2 stops12h 33mMultiple Airlines
Sun 12/101:15 p.m.YYT - MDW
3 stops29h 48mMultiple Airlines
Deal found 15/9C$ 919

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 15 September 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

MDW - YYT

MDWYYT

Chicago Midway

Mon 6/10

9:35 a.m.-12:38 a.m.

2 stops12h 33m

St John's

Fri 17/10

3:00 p.m.-8:39 a.m.

1 stop20h 09m

C$ 497

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 1/10

5:17 p.m.-12:38 a.m.

2 stops28h 51m

St John's

Sun 12/10

7:10 a.m.-4:43 p.m.

1 stop12h 03m

C$ 597

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 17/10

4:53 p.m.-10:56 p.m.

3 stops27h 33m

St John's

Sat 25/10

3:00 p.m.-10:49 p.m.

2 stops34h 19m

C$ 611

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 6/10

7:43 p.m.-12:38 a.m.

3 stops26h 25m

St John's

Fri 17/10

7:10 a.m.-4:43 p.m.

1 stop12h 03m

C$ 619

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 26/11

6:05 a.m.-1:01 a.m.

2 stops16h 26m

St John's

Mon 1/12

3:35 p.m.-9:23 p.m.

1 stop32h 18m

C$ 688

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sat 22/11

12:45 p.m.-1:01 a.m.

2 stops9h 46m

St John's

Sat 29/11

6:20 a.m.-11:50 a.m.

2 stops8h 00m

C$ 699

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 26/11

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

2 stops11h 31m

St John's

Wed 10/12

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

2 stops11h 50m

C$ 742

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 10/3

3:55 p.m.-1:33 a.m.

1 stop7h 08m

St John's

Wed 11/3

5:05 a.m.-3:10 p.m.

2 stops12h 35m

C$ 760

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 17/10

5:05 a.m.-12:38 a.m.

2 stops17h 03m

St John's

Sun 26/10

6:20 a.m.-10:49 p.m.

3 stops18h 59m

C$ 760

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 6/10

5:20 p.m.-12:17 p.m.

1 stop16h 27m

St John's

Fri 17/10

2:55 p.m.-8:39 a.m.

3 stops20h 14m

C$ 761

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/9

Showing 1-10 of 19 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 fly from Chicago to Newfoundland and Labrador in about 9h 46m. The time it takes to get you to your destination can typically vary by up to . There are 2813 km between Chicago and Newfoundland and Labrador.

  • What are the cheapest airlines to fly from Chicago to Newfoundland and Labrador one-way?

    C$ 401 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Porter Airlines and Delta, with prices starting from C$ 503 and C$ 508, respectively.

  • 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.

  • What is the cheapest month to book a flight from Chicago to Newfoundland and Labrador?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Newfoundland and Labrador (average of C$ 221). Flying from Chicago to Newfoundland and Labrador in December is currently the most expensive (average of C$ 382). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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