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 St. John's and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 6h 45m on average. Another popular route from Newfoundland and Labrador to Chicago is flying from Deer Lake to Chicago O'Hare Intl Airport, which will take roughly 6h 50m. 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 many operators does momondo search for flights from Newfoundland and Labrador to Chicago?

As of December 2025, there is 1 operator available to choose from for flights from Newfoundland and Labrador to Chicago.

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$ 633 Cheap Flights from Newfoundland and Labrador to Chicago in 2025/26

1 adult

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

YYT

ORD

8h 56m1 stop

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

ORD

YYT

10h 30m2 stops

C$ 633Air Canada

Sun, 1 Feb - Wed, 4 Feb

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

YYT

ORD

10h 26m2 stops

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

ORD

YYT

10h 30m2 stops

C$ 637Air Canada

Sun, 1 Feb - Wed, 4 Feb

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

YYT

ORD

10h 26m2 stops

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

ORD

YYT

10h 30m2 stops

C$ 639Air Canada

Sun, 1 Feb - Wed, 4 Feb

5:25 a.m. - 10:08 a.m.

YYT

ORD

7h 13m1 stop

8:40 a.m. - 5:21 p.m.

ORD

YYT

6h 11m1 stop

C$ 672Air Canada

Wed, 15 Apr - Sat, 18 Apr

7:30 a.m. - 5:45 p.m.

YYT

ORD

12h 45m2 stops

8:40 a.m. - 8:13 p.m.

ORD

YYT

9h 03m2 stops

C$ 676Air Canada

Wed, 15 Apr - Sat, 18 Apr

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

YYT

MDW

11h 50m2 stops

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

MDW

YYT

9h 45m2 stops

C$ 680Porter Airlines

Sun, 1 Feb - Wed, 4 Feb

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

YDF

ORD

9h 46m2 stops

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

ORD

YDF

7h 32m1 stop

C$ 693Air Canada

Sun, 1 Feb - Wed, 4 Feb

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

YDF

ORD

9h 46m2 stops

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

ORD

YDF

7h 39m2 stops

C$ 697Air Canada

Sun, 1 Feb - Wed, 4 Feb

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

YDF

ORD

9h 05m1 stop

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

ORD

YDF

7h 32m1 stop

C$ 753Air Canada

Sun, 1 Feb - Wed, 4 Feb

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

YYT

MDW

29h 44m2 stops

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

MDW

YYT

12h 18m2 stops

C$ 923Porter Airlines

Sat, 30 May - Wed, 3 Jun

Air Canada flights from Newfoundland and Labrador to Chicago

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

Air Canada

1 Feb

YYT6:35 a.m.St John's

8h 56m

1 stop

ORD1:01 p.m.Chicago O'Hare Intl

4 Feb

ORD7:15 a.m.Chicago O'Hare Intl

10h 30m

2 stops

YYT8:15 p.m.St John's

C$ 633

Find similar

Air Canada

1 Feb

YYT5:05 a.m.St John's

10h 26m

2 stops

ORD1:01 p.m.Chicago O'Hare Intl

4 Feb

ORD7:15 a.m.Chicago O'Hare Intl

10h 30m

2 stops

YYT8:15 p.m.St John's

C$ 637

Find similar

Air Canada

1 Feb

YYT5:05 a.m.St John's

10h 26m

2 stops

ORD1:01 p.m.Chicago O'Hare Intl

4 Feb

ORD7:15 a.m.Chicago O'Hare Intl

10h 30m

2 stops

YYT8:15 p.m.St John's

C$ 639

Find similar

Porter Airlines flights from Newfoundland and Labrador to Chicago

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

Porter Airlines

1 Feb

YYT6:00 a.m.St John's

11h 50m

2 stops

MDW3:20 p.m.Chicago Midway

4 Feb

MDW11:00 a.m.Chicago Midway

9h 45m

2 stops

YYT11:15 p.m.St John's

C$ 680

Find similar

Porter Airlines

30 May

YYT1:10 p.m.St John's

29h 44m

2 stops

MDW4:24 p.m.Chicago Midway

3 Jun

MDW9:40 a.m.Chicago Midway

12h 18m

2 stops

YYT12:28 a.m.St John's

C$ 923

Find similar

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

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 1/2

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

1 stop8h 56m

Chicago O'Hare Intl

Wed 4/2

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

2 stops10h 30m

C$ 633

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 1/2

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

2 stops10h 26m

Chicago O'Hare Intl

Wed 4/2

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

2 stops10h 30m

C$ 637

St. John'sChicago

YYT - ORD

YYTORD

St John's

Sun 1/2

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

2 stops10h 26m

Chicago O'Hare Intl

Wed 4/2

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

2 stops10h 30m

C$ 639

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 15/4

5:25 a.m.-10:08 a.m.

1 stop7h 13m

Chicago O'Hare Intl

Sat 18/4

8:40 a.m.-5:21 p.m.

1 stop6h 11m

C$ 672

St. John'sChicago

YYT - ORD

YYTORD

St John's

Wed 15/4

7:30 a.m.-5:45 p.m.

2 stops12h 45m

Chicago O'Hare Intl

Sat 18/4

8:40 a.m.-8:13 p.m.

2 stops9h 03m

C$ 676

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sun 1/2

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

2 stops11h 50m

Chicago Midway

Wed 4/2

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

2 stops9h 45m

C$ 680

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$ 693

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

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

2 stops7h 39m

C$ 697

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$ 753

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Sat 30/5

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

2 stops29h 44m

Chicago Midway

Wed 3/6

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

2 stops12h 18m

C$ 923

Flights are sorted by cheapest round-trip flights first.

Sorted 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

Prices

Other information

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 702. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around C$ 872. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the morning is the cheapest time of day to fly from Newfoundland and Labrador to Chicago when you can find flight prices for as low as C$ 702. Flying to Chicago in the morning is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 825 per ticket.

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

Fastest flight time	6h 45m
Direct flights	None

The fastest flight from Newfoundland and Labrador to Chicago takes 6h 45m

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

Search flight deals

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 many operators does momondo search for flights from Newfoundland and Labrador to Chicago?
As of December 2025, there is 1 operator available to choose from for flights from Newfoundland and Labrador to Chicago.
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.

Best airlines flying from Newfoundland and Labrador to Chicago

Compare and see reviews for airlines that fly from Newfoundland and Labrador to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 673	Free Cancellation	Rating 7.1 10,549 reviews		Search Air Canada flights

Munster

Hammond

Merrillville

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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$ 633

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Find the cheapest flights from Newfoundland and Labrador to Chicago

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Air Canada flights from Newfoundland and Labrador to Chicago

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

Porter Airlines flights from Newfoundland and Labrador to Chicago

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

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

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

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

How long does it take to fly 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

Fastest flight time

Direct flights

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

How many operators does momondo search for flights from Newfoundland and Labrador to Chicago?

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

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

Best airlines flying from Newfoundland and Labrador to Chicago

Compare and see reviews for airlines that fly from Newfoundland and Labrador to Chicago with momondo

Travelling to a place near Chicago?

Why use momondo?

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

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

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

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

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

Daily price changes in your inbox - only with Price Alerts.

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