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Newfoundland and Labrador

$216+ Cheap flights from Chicago (CHI) to Newfoundland and Labrador

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$443
(Kiwi.com)

One-way from

$216
(Kiwi.com)

Popular in

December

Cheapest in

February
Provider with most accurate pricing for Chicago (CHI)-St John's flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-St John's flights.
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From Chicago (CHI) to Newfoundland and Labrador
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One-way flight from Chicago (CHI) to Newfoundland and Labrador
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Highest demand for flights based on searches. 25% potential increase in price ($243 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:48 amORD - YYT
2 stops15h 45mMultiple Airlines
Mon 12/83:35 pmYYT - ORD
1 stop32h 43mMultiple Airlines
Deal found 10/29$443
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:48 amORD - YYT
2 stops15h 45mMultiple Airlines
Fri 12/56:20 amYYT - ORD
2 stops17h 58mMultiple Airlines
Deal found 10/29$502
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 amMDW - YYT
2 stops11h 33mPorter Airlines
Sat 12/66:00 amYYT - MDW
2 stops8h 20mPorter Airlines
Deal found 10/29$551
This FlightHub deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:00 amMDW - YYT
2 stops11h 33mPorter Airlines
Mon 12/156:00 amYYT - MDW
2 stops11h 50mPorter Airlines
Deal found 10/29$567
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:20 amORD - YDF
2 stops8h 19mAir Canada
Fri 12/56:50 pmYDF - ORD
2 stops18h 58mAir Canada
Deal found 10/29$577
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:00 amORD - YYT
2 stops13h 00mAir Canada
Sat 12/67:30 amYYT - ORD
2 stops13h 55mAir Canada
Deal found 10/29$580
This Air Canada deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:00 amORD - YYT
2 stops13h 00mAir Canada
Mon 12/157:30 amYYT - ORD
2 stops11h 52mAir Canada
Deal found 10/30$587
This Mytrip deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/137:20 amORD - YYT
2 stops15h 13mMultiple Airlines
Sat 12/206:20 amYYT - ORD
3 stops18h 17mMultiple Airlines
Deal found 10/29$609
This oojo deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:00 amMDW - YYT
2 stops9h 45mPorter Airlines
Mon 12/86:00 amYYT - MDW
2 stops11h 50mPorter Airlines
Deal found 10/29$611
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:50 pmORD - YDF
1 stop7h 32mUnited Airlines
Thu 12/45:45 amYDF - ORD
1 stop8h 03mUnited Airlines
Deal found 10/29$694
This United deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:50 pmORD - YDF
1 stop7h 32mMultiple Airlines
Sun 12/286:50 pmYDF - ORD
2 stops18h 58mMultiple Airlines
Deal found 10/29$696
This Air Canada deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2412:50 pmORD - YDF
1 stop7h 32mAir Canada
Sun 12/285:45 amYDF - ORD
1 stop15h 35mAir Canada
Deal found 10/29$798

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 2,558,603 searches. Data last updated October 30, 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 12/3

6:48 am-1:03 am

2 stops15h 45m

St John's

Mon 12/8

3:35 pm-9:48 pm

1 stop32h 43m

$443

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 12/1

6:48 am-1:03 am

2 stops15h 45m

St John's

Fri 12/5

6:20 am-9:48 pm

2 stops17h 58m

$502

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 12/3

11:00 am-1:03 am

2 stops11h 33m

St John's

Sat 12/6

6:00 am-11:50 am

2 stops8h 20m

$551

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

11:00 am-1:03 am

2 stops11h 33m

St John's

Mon 12/15

6:00 am-3:20 pm

2 stops11h 50m

$567

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 4/7

4:15 pm-1:33 am

1 stop6h 48m

St John's

Wed 4/8

5:25 am-10:57 am

1 stop8h 02m

$573

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Thu 12/4

7:20 am-6:09 pm

2 stops8h 19m

Deer Lake

Fri 12/5

6:50 pm-11:18 am

2 stops18h 58m

$577

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Wed 12/3

8:00 am-11:30 pm

2 stops13h 00m

St John's

Sat 12/6

7:30 am-6:55 pm

2 stops13h 55m

$580

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 12/12

10:00 am-11:30 pm

2 stops11h 00m

St John's

Mon 12/15

7:30 am-4:52 pm

2 stops11h 52m

$587

ChicagoDeer Lake

ORD - YDF

ORDYDF

Chicago O'Hare Intl

Mon 4/20

12:50 pm-10:46 pm

1 stop7h 26m

Deer Lake

Tue 4/21

5:45 am-10:57 am

1 stop7h 42m

$597

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Thu 4/9

7:15 am-5:21 pm

1 stop7h 36m

St John's

Thu 4/16

5:25 am-10:57 am

1 stop8h 02m

$601

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 21 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

What is the cheapest time of day to fly from CHI to NL?

Find hourly flight availability from Chicago to Newfoundland and Labrador. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

It’s typically best to fly out from Chicago to Newfoundland and Labrador in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

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

Reviews of airlines servicing Newfoundland and Labrador

Get insights into the airlines that provide service to Newfoundland and Labrador. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Newfoundland and Labrador. Reviews last updated October 30, 2025.
Peruse reviews from past customers who have flown with United Airlines and Air Canada from Chicago to Newfoundland and Labrador to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,998 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,381 reviews
United Airlines
7.4
Good
8,998 reviews

Comfort

7.3

Entertainment

7.1

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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?

    Porter Airlines and Air Canada can get you from Chicago to Newfoundland and Labrador in just under 6h 48m. Your travel time can differ by up to 4h 45m. The distance between Chicago and Newfoundland and Labrador is about 1750 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago to Newfoundland and Labrador?

    When deciding which route to take from Chicago to Newfoundland and Labrador consider Chicago O'Hare Intl - St John's, Chicago O'Hare Intl - Deer Lake or Chicago Midway - St John's as they are the most popular.

  • 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Newfoundland and Labrador

Discover the top 2 airlines that operate flights from Chicago to Newfoundland and Labrador. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$331Average$583FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$489Average$677FlexibilityNo cancel feeOn-time69%

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