Cheap flights from Chicago to Newfoundland and Labrador from C$ 199

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Newfoundland and Labrador departing on 29/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:48 a.m. - 1:01 a.m.ORD-YYT
15h 43m2 stops
Multiple Airlines Logo
6:00 a.m. - 10:39 a.m.YYT-ORD
31h 09m3 stops
C$ 614Multiple Airlines
Find Deal
Sat, 15 Nov - Sat, 22 Nov
Multiple Airlines Logo
5:25 a.m. - 2:28 p.m.ORD-YYT
30h 33m1 stop
Multiple Airlines Logo
5:40 p.m. - 1:35 p.m.YYT-ORD
22h 25m2 stops
C$ 656Multiple Airlines
Find Deal
Sun, 16 Nov - Sun, 23 Nov
Porter Airlines Logo
11:00 a.m. - 1:01 a.m.MDW-YYT
11h 31m2 stops
Porter Airlines Logo
6:20 a.m. - 3:20 p.m.YYT-MDW
11h 30m2 stops
C$ 684Porter Airlines
Find Deal
Sun, 16 Nov - Sun, 23 Nov
Porter Airlines Logo
11:00 a.m. - 1:01 a.m.MDW-YYT
11h 31m2 stops
Porter Airlines Logo
6:00 a.m. - 3:20 p.m.YYT-MDW
11h 50m2 stops
C$ 705Porter Airlines
Find Deal
Fri, 14 Nov - Fri, 21 Nov
Multiple Airlines Logo
3:26 p.m. - 1:01 a.m.ORD-YYT
31h 05m3 stops
Multiple Airlines Logo
5:40 p.m. - 11:29 p.m.YYT-ORD
32h 19m2 stops
C$ 770Multiple Airlines
Find Deal
Fri, 14 Nov - Fri, 21 Nov
Porter Airlines Logo
11:00 a.m. - 11:15 p.m.MDW-YYT
9h 45m2 stops
Porter Airlines Logo
6:00 a.m. - 3:20 p.m.YYT-MDW
11h 50m2 stops
C$ 776Porter Airlines
Find Deal
Fri, 12 Dec - Mon, 15 Dec
Air Canada Logo
3:35 p.m. - 12:56 a.m.ORD-YYT
6h 51m1 stop
Air Canada Logo
7:30 a.m. - 2:55 p.m.YYT-ORD
9h 55m2 stops
C$ 809Air Canada
Find Deal
Fri, 12 Dec - Mon, 15 Dec
Air Canada Logo
2:00 p.m. - 12:56 a.m.ORD-YYT
8h 26m2 stops
Air Canada Logo
7:30 a.m. - 2:55 p.m.YYT-ORD
9h 55m2 stops
C$ 819Air Canada
Find Deal
Fri, 12 Dec - Mon, 15 Dec
United Airlines Logo
1:00 p.m. - 1:36 a.m.ORD-YYT
10h 06m2 stops
United Airlines Logo
5:05 a.m. - 11:18 a.m.YYT-ORD
8h 43m1 stop
C$ 914United Airlines
Find Deal
Sat, 15 Nov - Sat, 22 Nov
United Airlines Logo
3:35 p.m. - 12:56 a.m.ORD-YYT
6h 51m1 stop
United Airlines Logo
5:05 a.m. - 2:11 p.m.YYT-ORD
11h 36m2 stops
C$ 921United Airlines
Find Deal
Fri, 14 Nov - Fri, 21 Nov

Air Canada flights from Chicago to Newfoundland and Labrador

Our best Air Canada deals on Chicago to Newfoundland and Labrador flight tickets
Air Canada
12 Dec
ORD3:35 p.m.Chicago O'Hare Intl
6h 51m
1 stop
YYT12:56 a.m.St John's
15 Dec
YYT7:30 a.m.St John's
9h 55m
2 stops
ORD2:55 p.m.Chicago O'Hare Intl
Air Canada
12 Dec
ORD2:00 p.m.Chicago O'Hare Intl
8h 26m
2 stops
YYT12:56 a.m.St John's
15 Dec
YYT7:30 a.m.St John's
9h 55m
2 stops
ORD2:55 p.m.Chicago O'Hare Intl
Air Canada
16 Nov
ORD8:15 p.m.Chicago O'Hare Intl
13h 53m
1 stop
YYT12:38 p.m.St John's
23 Nov
YYT5:05 a.m.St John's
8h 43m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl

Porter Airlines flights from Chicago to Newfoundland and Labrador

Our best Porter Airlines deals on Chicago to Newfoundland and Labrador flight tickets
Porter Airlines
16 Nov
MDW11:00 a.m.Chicago Midway
11h 31m
2 stops
YYT1:01 a.m.St John's
23 Nov
YYT6:20 a.m.St John's
11h 30m
2 stops
MDW3:20 p.m.Chicago Midway
Porter Airlines
14 Nov
MDW11:00 a.m.Chicago Midway
11h 31m
2 stops
YYT1:01 a.m.St John's
21 Nov
YYT6:00 a.m.St John's
11h 50m
2 stops
MDW3:20 p.m.Chicago Midway
Porter Airlines
12 Dec
MDW11:00 a.m.Chicago Midway
9h 45m
2 stops
YYT11:15 p.m.St John's
15 Dec
YYT6:00 a.m.St John's
11h 50m
2 stops
MDW3:20 p.m.Chicago Midway

momondo 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, momondo users made 96,600 searches. Data last updated 2 October 2025.
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

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 15/11

6:48 a.m.-1:01 a.m.

2 stops15h 43m

St John's

Sat 22/11

6:00 a.m.-10:39 a.m.

3 stops31h 09m

C$ 614

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sun 16/11

5:25 a.m.-2:28 p.m.

1 stop30h 33m

St John's

Sun 23/11

5:40 p.m.-1:35 p.m.

2 stops22h 25m

C$ 656

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Sun 16/11

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

2 stops11h 31m

St John's

Sun 23/11

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

2 stops11h 30m

C$ 684

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 14/11

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

2 stops11h 31m

St John's

Fri 21/11

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

2 stops11h 50m

C$ 705

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 14/11

3:26 p.m.-1:01 a.m.

3 stops31h 05m

St John's

Fri 21/11

5:40 p.m.-11:29 p.m.

2 stops32h 19m

C$ 770

ChicagoSt. John's

MDW - YYT

MDWYYT

Chicago Midway

Fri 12/12

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

2 stops9h 45m

St John's

Mon 15/12

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

2 stops11h 50m

C$ 776

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 12/12

3:35 p.m.-12:56 a.m.

1 stop6h 51m

St John's

Mon 15/12

7:30 a.m.-2:55 p.m.

2 stops9h 55m

C$ 809

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 12/12

2:00 p.m.-12:56 a.m.

2 stops8h 26m

St John's

Mon 15/12

7:30 a.m.-2:55 p.m.

2 stops9h 55m

C$ 819

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Sat 15/11

1:00 p.m.-1:36 a.m.

2 stops10h 06m

St John's

Sat 22/11

5:05 a.m.-11:18 a.m.

1 stop8h 43m

C$ 914

ChicagoSt. John's

ORD - YYT

ORDYYT

Chicago O'Hare Intl

Fri 14/11

3:35 p.m.-12:56 a.m.

1 stop6h 51m

St John's

Fri 21/11

5:05 a.m.-2:11 p.m.

2 stops11h 36m

C$ 921

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See travel insights to Newfoundland and Labrador from

How to get the cheapest flight ticket from Chicago to Newfoundland and Labrador

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago to Newfoundland and Labrador?

Porter Airlines and Air Canada are the most popular carriers operating from Chicago to Newfoundland and Labrador

Cheap Chicago to Newfoundland and Labrador flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Newfoundland and Labrador

Direct flights

None
There are no direct flights from Chicago to Newfoundland and Labrador. There are no popular flight routes from Chicago to Newfoundland and Labrador.
  • When did momondo last update prices for flights from Chicago to Newfoundland and Labrador?

    Prices for flights from Chicago to Newfoundland and Labrador refresh daily.

  • How old do you have to be to fly from Chicago to Newfoundland and Labrador?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Newfoundland and Labrador.

  • What documentation or ID do you need to fly to Newfoundland and Labrador?

    The necessary travel and health documents for your Newfoundland and Labrador trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Newfoundland and Labrador?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Newfoundland and Labrador from Chicago.

Can I find flights from Chicago to Newfoundland and Labrador with flexible booking policies on momondo?

Flights from Chicago to Newfoundland and Labrador with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Newfoundland and Labrador?

Once you have performed a search for Chicago to Newfoundland and Labrador flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Newfoundland and Labrador right now. Can momondo alert me if prices change?

Price alerts on flights to Newfoundland and Labrador from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Sat 1/11
Sat 8/11

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Popular flights according to clicks in the last 7 days on momondo