How long does it take to fly to Chicago?

Flight times from Newfoundland and Labrador to Chicago vary, but if you’re flying out of Deer Lake and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 7h 52m on average. Another popular route from Newfoundland and Labrador to Chicago is flying from St. John's to Chicago O'Hare Intl Airport, which will take roughly 11h 01m. Keep in mind that layovers or delays could extend your travel time.

When did momondo last update prices for flights from Newfoundland and Labrador to Chicago?

Prices for flights from Newfoundland and Labrador to Chicago are updated daily.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Newfoundland and Labrador to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago 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.

C$ 562 Cheap Flights from Newfoundland and Labrador to Chicago in 2026/27

Find the cheapest flights from Newfoundland and Labrador to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 a.m. - 5:40 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

12:15 p.m. - 12:58 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

C$ 850Porter Airlines

Sat, 12 Dec - Mon, 14 Dec

6:00 a.m. - 5:40 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

12:15 p.m. - 12:58 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

C$ 862Porter Airlines

Thu, 3 Dec - Thu, 10 Dec

2:30 p.m. - 7:43 p.m.YYT St John's-ORD Chicago O'Hare Intl

7h 43m1 stop Toronto Pearson Intl

12:15 p.m. - 12:58 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

C$ 886Porter Airlines

Sat, 12 Dec - Mon, 14 Dec

6:00 a.m. - 5:30 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 00m2 stops Ottawa Toronto Island

12:20 p.m. - 12:58 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 08m2 stops Toronto Island Ottawa

C$ 891Porter Airlines

Sat, 20 Feb - Wed, 24 Feb

5:15 a.m. - 11:07 a.m.YYT St John's-ORD Chicago O'Hare Intl

8h 22m1 stop Montreal Pierre Elliott Trudeau Intl

1:55 p.m. - 12:50 a.m.ORD Chicago O'Hare Intl-YYT St John's

8h 25m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 908Air Canada

Sat, 20 Feb - Wed, 24 Feb

7:40 a.m. - 5:43 p.m.YYT St John's-ORD Chicago O'Hare Intl

12h 33m2 stops Halifax Intl Toronto Pearson Intl

1:55 p.m. - 12:50 a.m.ORD Chicago O'Hare Intl-YYT St John's

8h 25m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 915Air Canada

Sat, 20 Feb - Wed, 24 Feb

7:40 a.m. - 5:43 p.m.YYT St John's-ORD Chicago O'Hare Intl

12h 33m2 stops Halifax Intl Toronto Pearson Intl

10:05 a.m. - 10:57 p.m.ORD Chicago O'Hare Intl-YYT St John's

10h 22m2 stops Toronto Pearson Intl Halifax Intl

C$ 923Air Canada

Sat, 20 Feb - Wed, 24 Feb

5:00 a.m. - 11:57 a.m.YYT St John's-ORD Chicago O'Hare Intl

9h 27m1 stop Toronto Pearson Intl

8:45 a.m. - 5:21 p.m.ORD Chicago O'Hare Intl-YYT St John's

6h 06m1 stop Toronto Pearson Intl

C$ 983Air Canada

Thu, 3 Dec - Thu, 10 Dec

2:30 p.m. - 2:42 p.m.YYT St John's-ORD Chicago O'Hare Intl

26h 42m1 stop Toronto Pearson Intl

12:15 p.m. - 12:58 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 13m2 stops Toronto Island Ottawa

C$ 988Porter Airlines

Thu, 3 Dec - Thu, 10 Dec

6:00 a.m. - 5:40 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

6:20 p.m. - 2:34 p.m.ORD Chicago O'Hare Intl-YYT St John's

17h 44m3 stops Toronto Island MET - Montreal Metropolitan Halifax Intl

C$ 995Multiple Airlines

Thu, 3 Dec - Thu, 10 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

2:30 p.m. - 7:41 p.m.YYT St John's-ORD Chicago O'Hare Intl

7h 41m1 stop Toronto Pearson Intl

12:15 p.m. - 12:59 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 14m2 stops Toronto Island Ottawa

C$ 1,300Porter Airlines

Thu, 12 Nov - Thu, 19 Nov

6:00 a.m. - 4:35 p.m.YYT St John's-ORD Chicago O'Hare Intl

13h 05m2 stops Ottawa Toronto Pearson Intl

12:15 p.m. - 12:59 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 14m2 stops Toronto Island Ottawa

C$ 1,348Porter Airlines

Thu, 12 Nov - Thu, 19 Nov

3:15 p.m. - 3:37 p.m.YYT St John's-ORD Chicago O'Hare Intl

26h 52m3 stops Halifax Intl Toronto Pearson Intl Fort Lauderdale

7:55 a.m. - 1:35 p.m.ORD Chicago O'Hare Intl-YYT St John's

27h 10m2 stops Fort Lauderdale Toronto Pearson Intl

C$ 1,477Multiple Airlines

Thu, 12 Nov - Thu, 19 Nov

6:15 p.m. - 8:00 a.m.YYT St John's-ORD Chicago O'Hare Intl

16h 15m1 stop Montreal Pierre Elliott Trudeau Intl

7:03 a.m. - 4:56 p.m.ORD Chicago O'Hare Intl-YYT St John's

7h 23m1 stop Toronto Pearson Intl

C$ 1,511Air Canada

Thu, 12 Nov - Thu, 19 Nov

6:00 a.m. - 5:40 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

12:15 p.m. - 12:59 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 14m2 stops Toronto Island Ottawa

C$ 1,623Porter Airlines

Sun, 15 Nov - Mon, 16 Nov

5:00 a.m. - 9:44 a.m.YYT St John's-ORD Chicago O'Hare Intl

7h 14m1 stop Toronto Pearson Intl

4:30 p.m. - 1:41 a.m.ORD Chicago O'Hare Intl-YYT St John's

6h 41m1 stop Toronto Pearson Intl

C$ 1,685Air Canada

Sun, 15 Nov - Mon, 16 Nov

3:15 p.m. - 3:37 p.m.YYT St John's-ORD Chicago O'Hare Intl

26h 52m3 stops Halifax Intl Toronto Pearson Intl Fort Lauderdale

6:20 p.m. - 2:35 p.m.ORD Chicago O'Hare Intl-YYT St John's

17h 45m3 stops Toronto Island MET - Montreal Metropolitan Halifax Intl

C$ 1,694Multiple Airlines

Thu, 12 Nov - Thu, 19 Nov

2:30 p.m. - 7:41 p.m.YYT St John's-ORD Chicago O'Hare Intl

7h 41m1 stop Toronto Pearson Intl

12:15 p.m. - 12:59 a.m.ORD Chicago O'Hare Intl-YYT St John's

10h 14m2 stops Toronto Island Ottawa

C$ 1,722Porter Airlines

Sun, 15 Nov - Mon, 16 Nov

6:00 a.m. - 5:40 p.m.YYT St John's-ORD Chicago O'Hare Intl

14h 10m2 stops Ottawa Toronto Island

6:20 p.m. - 2:35 p.m.ORD Chicago O'Hare Intl-YYT St John's

17h 45m3 stops Toronto Island Ottawa Halifax Intl

C$ 1,890Multiple Airlines

Sun, 15 Nov - Mon, 16 Nov

7:00 a.m. - 11:34 a.m.YYT St John's-ORD Chicago O'Hare Intl

31h 04m3 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl Toronto Island

6:20 p.m. - 2:35 p.m.ORD Chicago O'Hare Intl-YYT St John's

17h 45m3 stops Toronto Island Ottawa Halifax Intl

C$ 2,103Porter Airlines

Sun, 15 Nov - Mon, 16 Nov

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Porter Airlines flights from Newfoundland and Labrador to Chicago

Our best Porter Airlines deals on Newfoundland and Labrador to Chicago flight tickets

Porter Airlines

12 Dec

YYT6:00 a.m.St John's

14h 10m

2 stops

ORD5:40 p.m.Chicago O'Hare Intl

14 Dec

ORD12:15 p.m.Chicago O'Hare Intl

10h 13m

2 stops

YYT12:58 a.m.St John's

C$ 850

Porter Airlines

12 Dec

YYT2:30 p.m.St John's

7h 43m

1 stop

ORD7:43 p.m.Chicago O'Hare Intl

14 Dec

ORD12:15 p.m.Chicago O'Hare Intl

10h 13m

2 stops

YYT12:58 a.m.St John's

C$ 886

Porter Airlines

20 Feb

YYT6:00 a.m.St John's

14h 00m

2 stops

ORD5:30 p.m.Chicago O'Hare Intl

24 Feb

ORD12:20 p.m.Chicago O'Hare Intl

10h 08m

2 stops

YYT12:58 a.m.St John's

C$ 891

Air Canada flights from Newfoundland and Labrador to Chicago

Our best Air Canada deals on Newfoundland and Labrador to Chicago flight tickets

Air Canada

20 Feb

YYT5:15 a.m.St John's

8h 22m

1 stop

ORD11:07 a.m.Chicago O'Hare Intl

23 Feb

ORD2:00 p.m.Chicago O'Hare Intl

8h 20m

2 stops

YYT12:50 a.m.St John's

C$ 907

Air Canada

20 Feb

YYT5:15 a.m.St John's

8h 22m

1 stop

ORD11:07 a.m.Chicago O'Hare Intl

24 Feb

ORD1:55 p.m.Chicago O'Hare Intl

8h 25m

1 stop

YYT12:50 a.m.St John's

C$ 908

Air Canada

20 Feb

YYT7:40 a.m.St John's

10h 28m

2 stops

ORD3:38 p.m.Chicago O'Hare Intl

23 Feb

ORD2:00 p.m.Chicago O'Hare Intl

8h 20m

2 stops

YYT12:50 a.m.St John's

C$ 913

momondo Fare Finder

Use the filters below to find and compare flights from Newfoundland and Labrador to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 12/12

6:00 a.m.-5:40 p.m.

2 stops14h 10m

Chicago O'Hare Intl

Mon 14/12

12:15 p.m.-12:58 a.m.

2 stops10h 13m

C$ 850

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

6:00 a.m.-5:40 p.m.

2 stops14h 10m

Chicago O'Hare Intl

Thu 10/12

12:15 p.m.-12:58 a.m.

2 stops10h 13m

C$ 862

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 12/12

2:30 p.m.-7:43 p.m.

1 stop7h 43m

Chicago O'Hare Intl

Mon 14/12

12:15 p.m.-12:58 a.m.

2 stops10h 13m

C$ 886

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 20/2

6:00 a.m.-5:30 p.m.

2 stops14h 00m

Chicago O'Hare Intl

Wed 24/2

12:20 p.m.-12:58 a.m.

2 stops10h 08m

C$ 891

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 20/2

5:15 a.m.-11:07 a.m.

1 stop8h 22m

Chicago O'Hare Intl

Wed 24/2

1:55 p.m.-12:50 a.m.

1 stop8h 25m

C$ 908

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 20/2

7:40 a.m.-5:43 p.m.

2 stops12h 33m

Chicago O'Hare Intl

Wed 24/2

1:55 p.m.-12:50 a.m.

1 stop8h 25m

C$ 915

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Sat 20/2

7:40 a.m.-5:43 p.m.

2 stops12h 33m

Chicago O'Hare Intl

Wed 24/2

10:05 a.m.-10:57 p.m.

2 stops10h 22m

C$ 923

Quickest round-trip

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

5:00 a.m.-11:57 a.m.

1 stop9h 27m

Chicago O'Hare Intl

Thu 10/12

8:45 a.m.-5:21 p.m.

1 stop6h 06m

C$ 983

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

2:30 p.m.-2:42 p.m.

1 stop26h 42m

Chicago O'Hare Intl

Thu 10/12

12:15 p.m.-12:58 a.m.

2 stops10h 13m

C$ 988

St. John'sChicago

YYT St John's - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 3/12

6:00 a.m.-5:40 p.m.

2 stops14h 10m

Chicago O'Hare Intl

Thu 10/12

6:20 p.m.-2:34 p.m.

3 stops17h 44m

C$ 995

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first

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

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

Airlines

Other information

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

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

Cheap Newfoundland and Labrador to Chicago flight deals and tips

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

Best price found	C$ 562
Fastest flight time	7h 52m
Direct flights	None

The best one-way flight to Chicago from Newfoundland and Labrador in the past 72 hours is C$ 562. The best round-trip flight deal from Newfoundland and Labrador to Chicago found on momondo in the last 72 hours is C$ 850.

The fastest flight from Newfoundland and Labrador to Chicago takes 7h 52m

There are no direct flights from Newfoundland and Labrador to Chicago. There are no popular flight routes from Newfoundland and Labrador to Chicago.

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Frequently asked questions about flying from Newfoundland and Labrador to Chicago

When did momondo last update prices for flights from Newfoundland and Labrador to Chicago?
Prices for flights from Newfoundland and Labrador to Chicago are updated daily.
How old do you have to be to fly from Newfoundland and Labrador to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Newfoundland and Labrador to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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.

Merrillville

Benton Harbor

Hammond

Munster

Valparaiso

Portage

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

It is quick and easy to find Newfoundland and Labrador to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo allows you to filter the results for Newfoundland and Labrador to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search for Newfoundland and Labrador to Chicago 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 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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Cheap flights from Newfoundland and Labrador to Chicago from C$ 562

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Porter Airlines flights from Newfoundland and Labrador to Chicago

Our best Porter Airlines deals on Newfoundland and Labrador to Chicago flight tickets

Air Canada flights from Newfoundland and Labrador to Chicago

Our best Air Canada deals on Newfoundland and Labrador to Chicago flight tickets

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Cheap Newfoundland and Labrador to Chicago flight deals and tips

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Frequently asked questions about flying from Newfoundland and Labrador to Chicago

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago 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.

Get notified when prices go down

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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