Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Newfoundland and Labrador to Chicago from C$ 369

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 23/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
6:35 a.m. - 1:01 p.m.YYT-ORD
8h 56m1 stop
Air Canada Logo
3:35 p.m. - 12:56 a.m.ORD-YYT
6h 51m1 stop
C$ 660Air Canada
Find Deal
Wed, 31 Dec - Sun, 4 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$ 663Air Canada
Find Deal
Mon, 12 Jan - Thu, 15 Jan
Air Canada Logo
6:35 a.m. - 1:01 p.m.YYT-ORD
8h 56m1 stop
Air Canada Logo
7:15 a.m. - 5:21 p.m.ORD-YYT
7h 36m1 stop
C$ 670Air Canada
Find Deal
Wed, 31 Dec - Tue, 6 Jan
Air Canada Logo
6:35 a.m. - 1:01 p.m.YYT-ORD
8h 56m1 stop
Air Canada Logo
7:15 a.m. - 5:21 p.m.ORD-YYT
7h 36m1 stop
C$ 673Air Canada
Find Deal
Wed, 31 Dec - Tue, 6 Jan
Air Canada Logo
1:10 p.m. - 5:48 p.m.YDF-ORD
7h 08m1 stop
Air Canada Logo
12:50 p.m. - 10:52 p.m.ORD-YDF
7h 32m1 stop
C$ 673Air Canada
Find Deal
Tue, 23 Dec - Tue, 30 Dec
Air Canada Logo
5:05 a.m. - 1:01 p.m.YYT-ORD
10h 26m2 stops
Air Canada Logo
7:15 a.m. - 8:15 p.m.ORD-YYT
10h 30m2 stops
C$ 698Air Canada
Find Deal
Wed, 31 Dec - Tue, 6 Jan
United Airlines Logo
5:45 a.m. - 11:06 a.m.YDF-ORD
7h 51m1 stop
United Airlines Logo
8:52 a.m. - 10:52 p.m.ORD-YDF
11h 30m2 stops
C$ 739United Airlines
Find Deal
Mon, 12 Jan - Thu, 15 Jan
United Airlines Logo
5:45 a.m. - 4:49 p.m.YDF-ORD
13h 34m2 stops
United Airlines Logo
8:52 a.m. - 10:52 p.m.ORD-YDF
11h 30m2 stops
C$ 747United Airlines
Find Deal
Mon, 12 Jan - Thu, 15 Jan
United Airlines Logo
1:10 p.m. - 11:44 p.m.YDF-ORD
13h 04m2 stops
United Airlines Logo
12:50 p.m. - 10:52 p.m.ORD-YDF
7h 32m1 stop
C$ 753United Airlines
Find Deal
Tue, 23 Dec - Tue, 30 Dec
Multiple Airlines Logo
6:20 a.m. - 10:07 p.m.YYT-ORD
18h 17m3 stops
Multiple Airlines Logo
3:26 p.m. - 1:01 a.m.ORD-YYT
31h 05m3 stops
C$ 928Multiple Airlines
Find Deal
Wed, 31 Dec - Tue, 6 Jan

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
31 Dec
YYT6:35 a.m.St John's
8h 56m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
4 Jan
ORD3:35 p.m.Chicago O'Hare Intl
6h 51m
1 stop
YYT12:56 a.m.St John's
C$ 660
Find similar
Air Canada
12 Jan
YDF5:45 a.m.Deer Lake
7h 51m
1 stop
ORD11:06 a.m.Chicago O'Hare Intl
15 Jan
ORD12:50 p.m.Chicago O'Hare Intl
7h 32m
1 stop
YDF10:52 p.m.Deer Lake
C$ 663
Find similar
Air Canada
31 Dec
YYT6:35 a.m.St John's
8h 56m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
6 Jan
ORD7:15 a.m.Chicago O'Hare Intl
7h 36m
1 stop
YYT5:21 p.m.St John's
C$ 670
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
12 Jan
YDF5:45 a.m.Deer Lake
7h 51m
1 stop
ORD11:06 a.m.Chicago O'Hare Intl
15 Jan
ORD8:52 a.m.Chicago O'Hare Intl
11h 30m
2 stops
YDF10:52 p.m.Deer Lake
C$ 739
Find similar
United Airlines
12 Jan
YDF5:45 a.m.Deer Lake
13h 34m
2 stops
ORD4:49 p.m.Chicago O'Hare Intl
15 Jan
ORD8:52 a.m.Chicago O'Hare Intl
11h 30m
2 stops
YDF10:52 p.m.Deer Lake
C$ 747
Find similar
United Airlines
23 Dec
YDF1:10 p.m.Deer Lake
13h 04m
2 stops
ORD11:44 p.m.Chicago O'Hare Intl
30 Dec
ORD12:50 p.m.Chicago O'Hare Intl
7h 32m
1 stop
YDF10:52 p.m.Deer Lake
C$ 753
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 10 November 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

Wed 31/12

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

1 stop8h 56m

Chicago O'Hare Intl

Sun 4/1

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

1 stop6h 51m

C$ 660

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Mon 12/1

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

1 stop7h 51m

Chicago O'Hare Intl

Thu 15/1

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

1 stop7h 32m

C$ 663

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

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

1 stop8h 56m

Chicago O'Hare Intl

Tue 6/1

7:15 a.m.-5:21 p.m.

1 stop7h 36m

C$ 670

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

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

1 stop8h 56m

Chicago O'Hare Intl

Tue 6/1

7:15 a.m.-5:21 p.m.

1 stop7h 36m

C$ 673

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Tue 23/12

1:10 p.m.-5:48 p.m.

1 stop7h 08m

Chicago O'Hare Intl

Tue 30/12

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

1 stop7h 32m

C$ 673

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

5:05 a.m.-1:01 p.m.

2 stops10h 26m

Chicago O'Hare Intl

Tue 6/1

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

2 stops10h 30m

C$ 698

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Mon 12/1

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

1 stop7h 51m

Chicago O'Hare Intl

Thu 15/1

8:52 a.m.-10:52 p.m.

2 stops11h 30m

C$ 739

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Mon 12/1

5:45 a.m.-4:49 p.m.

2 stops13h 34m

Chicago O'Hare Intl

Thu 15/1

8:52 a.m.-10:52 p.m.

2 stops11h 30m

C$ 747

Deer LakeChicago

YDF - ORD

YDFORD

Deer Lake

Tue 23/12

1:10 p.m.-11:44 p.m.

2 stops13h 04m

Chicago O'Hare Intl

Tue 30/12

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

1 stop7h 32m

C$ 753

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 31/12

6:20 a.m.-10:07 p.m.

3 stops18h 17m

Chicago O'Hare Intl

Tue 6/1

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

3 stops31h 05m

C$ 928

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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$ 689. 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$ 981.

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

Direct flights

None
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$ 694Free CancellationRating
7.1
10,437 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
Hammond
Naperville
Glenview
Great Lakes
Wheeling
Des Plaines
Elk Grove Village
Harvard
Merrillville
Oak Brook
Elmhurst
Kenosha
Skokie
Rockford

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 10/12
Wed 17/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago