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Cheap flights from Chicago to Newfoundland and Labrador from C$ 756

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 30/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYT
17 Jan — 24 Jan1
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 18 December 2025.

Tue 23/1211:00 a.m.MDW - YYT
2 stops11h 33mPorter Airlines
Tue 30/126:20 a.m.YYT - MDW
2 stops11h 30mPorter Airlines
Deal found 16/12C$ 1,414
Tue 23/123:35 p.m.ORD - YYT
1 stop6h 51mAir Canada
Tue 30/125:05 a.m.YYT - ORD
1 stop8h 43mAir Canada
Deal found 16/12C$ 1,444
Tue 23/129:15 p.m.ORD - YYT
2 stops17h 36mUnited Airlines
Tue 30/125:05 a.m.YYT - ORD
1 stop8h 43mUnited Airlines
Deal found 16/12C$ 1,449
Thu 18/1211:00 a.m.MDW - YYT
2 stops11h 33mPorter Airlines
Sat 20/126:00 a.m.YYT - MDW
2 stops11h 50mPorter Airlines
Deal found 14/12C$ 1,790
Wed 17/1211:15 a.m.ORD - YYT
1 stop9h 48mUnited Airlines
Wed 24/125:05 a.m.YYT - ORD
1 stop8h 43mUnited Airlines
Deal found 16/12C$ 1,907
Fri 19/1211:00 a.m.MDW - YYT
2 stops9h 45mPorter Airlines
Sun 21/124:15 p.m.YYT - MDW
2 stops20h 20mPorter Airlines
Deal found 15/12C$ 2,067
Wed 17/129:14 p.m.ORD - YYT
3 stops23h 31mMultiple Airlines
Wed 24/126:00 a.m.YYT - ORD
2 stops15h 32mMultiple Airlines
Deal found 16/12C$ 2,250
Wed 17/1211:00 a.m.MDW - YYT
2 stops33h 45mPorter Airlines
Wed 24/126:00 a.m.YYT - MDW
3 stops35h 50mPorter Airlines
Deal found 16/12C$ 3,232

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 18 December 2025.

Round-trip from

C$ 756
Air Canada
  • Air Canada
  • 30/1-6/2
  • 2 total stops
  • 15h 37m 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 18 December 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

Thu 29/1

7:15 a.m.-8:15 p.m.

2 stops10h 30m

St John's

Mon 2/2

10:15 a.m.-7:45 p.m.

2 stops12h 00m

C$ 774

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Tue 3/2

2:00 p.m.-11:13 p.m.

1 stop6h 43m

St John's

Tue 31/3

5:00 a.m.-1:00 p.m.

1 stop10h 30m

C$ 792

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 30/1

8:00 a.m.-1:11 a.m.

2 stops14h 41m

St John's

Fri 6/2

5:05 a.m.-11:06 a.m.

1 stop8h 31m

C$ 941

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Mon 5/1

9:34 a.m.-1:01 a.m.

2 stops12h 57m

St John's

Thu 8/1

6:20 a.m.-7:41 p.m.

2 stops15h 51m

C$ 947

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 29/1

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

2 stops35h 26m

St John's

Thu 5/2

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

2 stops30h 40m

C$ 1,153

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 29/1

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

2 stops9h 45m

St John's

Mon 2/2

6:15 a.m.-10:05 a.m.

2 stops30h 20m

C$ 1,225

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Thu 7/5

9:40 a.m.-12:28 a.m.

2 stops12h 18m

St John's

Sun 17/5

1:10 p.m.-4:24 p.m.

2 stops29h 44m

C$ 1,394

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Mon 5/1

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

2 stops11h 26m

St John's

Thu 8/1

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

2 stops30h 40m

C$ 1,531

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Wed 10/6

9:40 a.m.-12:28 a.m.

2 stops12h 18m

St John's

Wed 17/6

1:10 p.m.-8:45 a.m.

2 stops22h 05m

C$ 2,709

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/12

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 10h 30m. The time it takes to get you to your destination can typically vary by up to 24h 56m. 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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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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