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Cheap flights from Newfoundland and Labrador to Chicago from C$ 423

1 adult
1 adult, Economy, 0 bags

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
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
Air Canada Logo
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$ 839Air Canada
Tue, 24 Nov - Sat, 28 Nov
Air Canada Logo
7:40 a.m. - 2:52 p.m.YYT  St John's-ORD Chicago O'Hare Intl
9h 42m2 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 a.m. - 5:25 p.m.ORD  Chicago O'Hare Intl-YYT St John's
7h 50m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 840Air Canada
Tue, 24 Nov - Sat, 28 Nov
Air Canada Logo
7:40 a.m. - 2:52 p.m.YYT  St John's-ORD Chicago O'Hare Intl
9h 42m2 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 a.m. - 7:07 p.m.ORD  Chicago O'Hare Intl-YYT St John's
9h 32m2 stops Montreal Pierre Elliott Trudeau Intl Halifax Intl
C$ 843Air Canada
Tue, 24 Nov - Sat, 28 Nov
Air Canada Logo
11:15 a.m. - 7:58 p.m.YYT  St John's-ORD Chicago O'Hare Intl
11h 13m2 stops Halifax Intl Toronto Pearson Intl
Air Canada Logo
1:55 p.m. - 12:50 a.m.ORD  Chicago O'Hare Intl-YYT St John's
8h 25m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
C$ 846Air Canada
Tue, 24 Nov - Sat, 28 Nov
Air Canada Logo
11:15 a.m. - 7:58 p.m.YYT  St John's-ORD Chicago O'Hare Intl
11h 13m2 stops Halifax Intl Toronto Pearson Intl
Air Canada Logo
1:55 p.m. - 12:50 a.m.ORD  Chicago O'Hare Intl-YYT St John's
8h 25m2 stops Toronto Island Montreal Pierre Elliott Trudeau Intl
C$ 847Air Canada
Tue, 24 Nov - Sat, 28 Nov
Porter Airlines Logo
6:00 a.m. - 4:35 p.m.YYT  St John's-ORD Chicago O'Hare Intl
13h 05m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
9:42 a.m. - 11:10 p.m.ORD  Chicago O'Hare Intl-YYT St John's
10h 58m2 stops Toronto Pearson Intl Halifax Intl
C$ 966Porter Airlines
Tue, 24 Nov - Sat, 28 Nov
Porter Airlines Logo
6:00 a.m. - 4:35 p.m.YYT  St John's-ORD Chicago O'Hare Intl
13h 05m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
9:42 a.m. - 11:10 p.m.ORD  Chicago O'Hare Intl-YYT St John's
10h 58m2 stops Toronto Pearson Intl Halifax Intl
C$ 969Porter Airlines
Tue, 24 Nov - Sat, 28 Nov
Multiple Airlines Logo
8:25 p.m. - 12:29 a.m.YYT  St John's-ORD Chicago O'Hare Intl
30h 34m3 stops Toronto Pearson Intl Fort Lauderdale Dallas/Fort Worth
Multiple Airlines Logo
8:00 a.m. - 1:30 p.m.ORD  Chicago O'Hare Intl-YYT St John's
27h 00m2 stops Fort Lauderdale Toronto Pearson Intl
C$ 989Multiple Airlines
Fri, 23 Oct - Fri, 30 Oct
Porter Airlines Logo
7:10 p.m. - 2:20 p.m.YYT  St John's-ORD Chicago O'Hare Intl
21h 40m1 stop Toronto Pearson Intl
Porter Airlines Logo
12:20 p.m. - 12:57 a.m.ORD  Chicago O'Hare Intl-YYT St John's
10h 07m2 stops Toronto Island Ottawa
C$ 999Porter Airlines
Fri, 23 Oct - Fri, 30 Oct
Porter Airlines Logo
7:10 p.m. - 2:20 p.m.YYT  St John's-ORD Chicago O'Hare Intl
21h 40m1 stop Toronto Pearson Intl
Porter Airlines Logo
8:30 p.m. - 1:30 p.m.ORD  Chicago O'Hare Intl-YYT St John's
14h 30m1 stop Toronto Pearson Intl
C$ 1,006Porter Airlines
Fri, 23 Oct - Fri, 30 Oct

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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
Air Canada
24 Nov
YYT7:40 a.m.St John's
9h 42m
2 stops
ORD2:52 p.m.Chicago O'Hare Intl
28 Nov
ORD7:05 a.m.Chicago O'Hare Intl
7h 50m
1 stop
YYT5:25 p.m.St John's
C$ 839
Air Canada
24 Nov
YYT7:40 a.m.St John's
9h 42m
2 stops
ORD2:52 p.m.Chicago O'Hare Intl
28 Nov
ORD7:05 a.m.Chicago O'Hare Intl
7h 50m
1 stop
YYT5:25 p.m.St John's
C$ 840
Air Canada
24 Nov
YYT7:40 a.m.St John's
9h 42m
2 stops
ORD2:52 p.m.Chicago O'Hare Intl
28 Nov
ORD7:05 a.m.Chicago O'Hare Intl
9h 32m
2 stops
YYT7:07 p.m.St John's
C$ 843

Porter Airlines flights from Newfoundland and Labrador to Chicago

Our best Porter Airlines deals on Newfoundland and Labrador to Chicago flight tickets
Porter Airlines
24 Nov
YYT6:00 a.m.St John's
13h 05m
2 stops
ORD4:35 p.m.Chicago O'Hare Intl
28 Nov
ORD9:42 a.m.Chicago O'Hare Intl
10h 58m
2 stops
YYT11:10 p.m.St John's
C$ 966
Porter Airlines
24 Nov
YYT6:00 a.m.St John's
13h 05m
2 stops
ORD4:35 p.m.Chicago O'Hare Intl
28 Nov
ORD9:42 a.m.Chicago O'Hare Intl
10h 58m
2 stops
YYT11:10 p.m.St John's
C$ 969
Porter Airlines
23 Oct
YYT7:10 p.m.St John's
21h 40m
1 stop
ORD2:20 p.m.Chicago O'Hare Intl
30 Oct
ORD12:20 p.m.Chicago O'Hare Intl
10h 07m
2 stops
YYT12:57 a.m.St John's
C$ 999

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
Quickest round-trip

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

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

1 stop8h 22m

Chicago O'Hare Intl

Sat 28/11

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

1 stop8h 25m

C$ 839

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

7:40 a.m.-2:52 p.m.

2 stops9h 42m

Chicago O'Hare Intl

Sat 28/11

7:05 a.m.-5:25 p.m.

1 stop7h 50m

C$ 840

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

7:40 a.m.-2:52 p.m.

2 stops9h 42m

Chicago O'Hare Intl

Sat 28/11

7:05 a.m.-7:07 p.m.

2 stops9h 32m

C$ 843

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

11:15 a.m.-7:58 p.m.

2 stops11h 13m

Chicago O'Hare Intl

Sat 28/11

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

2 stops8h 25m

C$ 846

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

11:15 a.m.-7:58 p.m.

2 stops11h 13m

Chicago O'Hare Intl

Sat 28/11

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

2 stops8h 25m

C$ 847

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

6:00 a.m.-4:35 p.m.

2 stops13h 05m

Chicago O'Hare Intl

Sat 28/11

9:42 a.m.-11:10 p.m.

2 stops10h 58m

C$ 966

St. John'sChicago

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

YYTORD

St John's

Tue 24/11

6:00 a.m.-4:35 p.m.

2 stops13h 05m

Chicago O'Hare Intl

Sat 28/11

9:42 a.m.-11:10 p.m.

2 stops10h 58m

C$ 969

St. John'sChicago

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

YYTORD

St John's

Fri 23/10

8:25 p.m.-12:29 a.m.

3 stops30h 34m

Chicago O'Hare Intl

Fri 30/10

8:00 a.m.-1:30 p.m.

2 stops27h 00m

C$ 989

St. John'sChicago

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

YYTORD

St John's

Fri 23/10

7:10 p.m.-2:20 p.m.

1 stop21h 40m

Chicago O'Hare Intl

Fri 30/10

12:20 p.m.-12:57 a.m.

2 stops10h 07m

C$ 999

St. John'sChicago

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

YYTORD

St John's

Fri 23/10

7:10 p.m.-2:20 p.m.

1 stop21h 40m

Chicago O'Hare Intl

Fri 30/10

8:30 p.m.-1:30 p.m.

1 stop14h 30m

C$ 1,006

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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

Porter Airlines and Air Canada 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$ 423

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$ 423. The best round-trip flight deal from Newfoundland and Labrador to Chicago found on momondo in the last 72 hours is C$ 839.
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.
Search flight deals

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.

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Benton Harbor
Hammond
Munster
Valparaiso
Portage

Why use momondo?

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport