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Cheap flights from Newfoundland and Labrador to Chicago from C$ 235

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Newfoundland and Labrador to Chicago departing on 9/2. 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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Find the cheapest flights from Newfoundland and Labrador to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:30 a.m. - 5:48 p.m.
YYT
-
ORD
12h 48m2 stops
Air Canada Logo
7:15 a.m. - 8:15 p.m.
ORD
-
YYT
10h 30m2 stops
C$ 565Air Canada
Thu, 15 Jan - Mon, 19 Jan
Air Canada Logo
6:35 a.m. - 1:01 p.m.
YYT
-
ORD
8h 56m1 stop
Air Canada Logo
7:15 a.m. - 8:15 p.m.
ORD
-
YYT
10h 30m2 stops
C$ 566Air Canada
Thu, 15 Jan - Mon, 19 Jan
Air Canada Logo
5:45 a.m. - 11:06 a.m.
YDF
-
ORD
7h 51m1 stop
Air Canada Logo
12:50 p.m. - 10:52 p.m.
ORD
-
YDF
7h 32m1 stop
C$ 604Air Canada
Sat, 7 Feb - Tue, 10 Feb
Air Canada Logo
5:45 a.m. - 11:06 a.m.
YDF
-
ORD
7h 51m1 stop
Air Canada Logo
8:00 a.m. - 6:09 p.m.
ORD
-
YDF
7h 39m2 stops
C$ 608Air Canada
Sat, 7 Feb - Tue, 10 Feb
Air Canada Logo
1:10 p.m. - 7:45 p.m.
YDF
-
ORD
9h 05m1 stop
Air Canada Logo
12:50 p.m. - 10:52 p.m.
ORD
-
YDF
7h 32m1 stop
C$ 610Air Canada
Sun, 1 Feb - Wed, 4 Feb
Air Canada Logo
5:45 a.m. - 1:01 p.m.
YDF
-
ORD
9h 46m2 stops
Air Canada Logo
12:50 p.m. - 10:52 p.m.
ORD
-
YDF
7h 32m1 stop
C$ 614Air Canada
Sun, 1 Feb - Wed, 4 Feb
Air Canada Logo
5:45 a.m. - 1:01 p.m.
YDF
-
ORD
9h 46m2 stops
Air Canada Logo
8:00 a.m. - 6:09 p.m.
ORD
-
YDF
7h 39m2 stops
C$ 618Air Canada
Sat, 7 Feb - Tue, 10 Feb

Air Canada flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport

Our best Air Canada deals on Newfoundland and Labrador to Chicago O'Hare Intl Airport flight tickets
Air Canada
15 Jan
YYT7:30 a.m.St John's
12h 48m
2 stops
ORD5:48 p.m.Chicago O'Hare Intl
19 Jan
ORD7:15 a.m.Chicago O'Hare Intl
10h 30m
2 stops
YYT8:15 p.m.St John's
C$ 565
Find similar
Air Canada
15 Jan
YYT6:35 a.m.St John's
8h 56m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
19 Jan
ORD7:15 a.m.Chicago O'Hare Intl
7h 36m
1 stop
YYT5:21 p.m.St John's
C$ 566
Find similar
Air Canada
7 Feb
YDF5:45 a.m.Deer Lake
7h 51m
1 stop
ORD11:06 a.m.Chicago O'Hare Intl
10 Feb
ORD12:50 p.m.Chicago O'Hare Intl
7h 32m
1 stop
YDF10:52 p.m.Deer Lake
C$ 604
Find similar

United Airlines flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport

Our best United Airlines deals on Newfoundland and Labrador to Chicago O'Hare Intl Airport flight tickets
United Airlines
31 Dec
YYT5:05 a.m.St John's
8h 43m
1 stop
ORD11:18 a.m.Chicago O'Hare Intl
7 Jan
ORD1:00 p.m.Chicago O'Hare Intl
10h 28m
2 stops
YYT1:58 a.m.St John's
C$ 980
Find similar
United Airlines
31 Dec
YYT5:05 a.m.St John's
15h 44m
2 stops
ORD6:19 p.m.Chicago O'Hare Intl
7 Jan
ORD10:52 a.m.Chicago O'Hare Intl
12h 36m
2 stops
YYT1:58 a.m.St John's
C$ 1,062
Find similar
United Airlines
31 Dec
YYT5:05 a.m.St John's
15h 44m
2 stops
ORD6:19 p.m.Chicago O'Hare Intl
6 Jan
ORD10:52 a.m.Chicago O'Hare Intl
12h 36m
2 stops
YYT1:58 a.m.St John's
C$ 1,178
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport 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 27 December 2025.
Use the filters below to find and compare flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 15/1

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

2 stops12h 48m

Chicago O'Hare Intl

Mon 19/1

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

2 stops10h 30m

C$ 565

St. John'sChicago

YYT - ORD

YYTORD

St John's

Thu 15/1

6:35 a.m.-1:01 p.m.

1 stop8h 56m

Chicago O'Hare Intl

Mon 19/1

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

2 stops10h 30m

C$ 566

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Sat 7/2

5:45 a.m.-11:06 a.m.

1 stop7h 51m

Chicago O'Hare Intl

Tue 10/2

12:50 p.m.-10:52 p.m.

1 stop7h 32m

C$ 604

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Sat 7/2

5:45 a.m.-11:06 a.m.

1 stop7h 51m

Chicago O'Hare Intl

Tue 10/2

8:00 a.m.-6:09 p.m.

2 stops7h 39m

C$ 608

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Sun 1/2

1:10 p.m.-7:45 p.m.

1 stop9h 05m

Chicago O'Hare Intl

Wed 4/2

12:50 p.m.-10:52 p.m.

1 stop7h 32m

C$ 610

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Sun 1/2

5:45 a.m.-1:01 p.m.

2 stops9h 46m

Chicago O'Hare Intl

Wed 4/2

12:50 p.m.-10:52 p.m.

1 stop7h 32m

C$ 614

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Sat 7/2

5:45 a.m.-1:01 p.m.

2 stops9h 46m

Chicago O'Hare Intl

Tue 10/2

8:00 a.m.-6:09 p.m.

2 stops7h 39m

C$ 618

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 9/2

3:35 p.m.-3:52 p.m.

1 stop26h 47m

C$ 235

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 9/2

6:15 a.m.-11:47 p.m.

3 stops20h 02m

C$ 308

St. John'sChicago

YYT - ORD

YYTORD

St John's

Mon 9/2

3:35 p.m.-5:12 p.m.

2 stops28h 07m

C$ 313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Newfoundland and Labrador to Chicago O'Hare Intl Airport

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 day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as C$ 670. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Newfoundland and Labrador to Chicago O'Hare Intl Airport for around C$ 955.

Cheap Newfoundland and Labrador to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Newfoundland and Labrador to Chicago O'Hare Intl Airport

Fastest flight time

7h 36m

Direct flights

None
The fastest flight from Newfoundland and Labrador to Chicago O'Hare Intl Airport takes 7h 36m
There are no direct flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport. There are no popular flight routes from Newfoundland and Labrador to Chicago O'Hare Intl Airport.
Search flight deals

  • When did momondo last update prices for flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport?

    Prices for flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Newfoundland and Labrador to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Newfoundland and Labrador to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Newfoundland and Labrador to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Newfoundland and Labrador to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Newfoundland and Labrador to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 667Free CancellationRating
7.1
10,562 reviews
Search Air Canada flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Schaumburg
Rosemont
Hoffman Estates
Northbrook
Tinley Park
Munster
Skokie
Hammond
Harvey
Naperville
Glenview
Great Lakes
Wheeling
Elmhurst
Harvard
Merrillville
Elk Grove Village
Oak Brook
Kenosha

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Newfoundland and Labrador to Chicago for you.

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

All flight searches from Newfoundland and Labrador to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Newfoundland and Labrador and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Chicago from Newfoundland and Labrador. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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