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Cheap flights from Newfoundland and Labrador to Chicago from $519

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.
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$519Porter Airlines
Fri, Sep 18 - Sun, Sep 20
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
3:20 pm - 12:55 amMDW  Chicago Midway-YYT St John's
7h 05m2 stops Toronto Island Ottawa
$536Porter Airlines
Fri, Sep 18 - Sun, Sep 20
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
3:20 pm - 12:55 amMDW  Chicago Midway-YYT St John's
7h 05m2 stops Toronto Island Ottawa
$579Porter Airlines
Fri, Sep 18 - Sun, Sep 20
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$626Porter Airlines
Thu, Oct 8 - Thu, Oct 15
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$790Porter Airlines
Sat, Sep 5 - Tue, Sep 8
Porter Airlines Logo
6:05 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 00m2 stops Ottawa Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$805Porter Airlines
Sat, Sep 5 - Tue, Sep 8
Porter Airlines Logo
6:05 am - 11:00 amYYT  St John's-MDW Chicago Midway
31h 25m2 stops Ottawa Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$817Porter Airlines
Sat, Sep 5 - Tue, Sep 8
Porter Airlines Logo
6:05 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 00m2 stops Ottawa Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$830Porter Airlines
Sat, Sep 5 - Tue, Sep 8
Porter Airlines Logo
6:00 am - 2:35 pmYYT  St John's-MDW Chicago Midway
11h 05m2 stops Montreal St Hubert Toronto Island
Porter Airlines Logo
3:20 pm - 12:55 amMDW  Chicago Midway-YYT St John's
31h 05m2 stops Toronto Island Ottawa
$852Porter Airlines
Sat, Sep 5 - Tue, Sep 8
Porter Airlines Logo
4:00 pm - 11:00 amYYT  St John's-MDW Chicago Midway
21h 30m3 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl Toronto Island
Porter Airlines Logo
11:45 am - 12:55 amMDW  Chicago Midway-YYT St John's
10h 40m2 stops Toronto Island Ottawa
$972Porter Airlines
Thu, Oct 8 - Thu, Oct 15

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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
Sep 18
YYT6:00 amSt John's
11h 05m
2 stops
MDW2:35 pmChicago Midway
Sep 20
MDW11:45 amChicago Midway
10h 40m
2 stops
YYT12:55 amSt John's
$519
Porter Airlines
Sep 18
YYT6:00 amSt John's
11h 05m
2 stops
MDW2:35 pmChicago Midway
Sep 20
MDW3:20 pmChicago Midway
7h 05m
2 stops
YYT12:55 amSt John's
$536
Porter Airlines
Sep 18
YYT6:00 amSt John's
11h 05m
2 stops
MDW2:35 pmChicago Midway
Sep 20
MDW3:20 pmChicago Midway
7h 05m
2 stops
YYT12:55 amSt John's
$579

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 - MDW Chicago Midway

YYTMDW

St John's

Fri 9/18

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Sun 9/20

11:45 am-12:55 am

2 stops10h 40m

$519
Quickest round-trip

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Fri 9/18

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Sun 9/20

3:20 pm-12:55 am

2 stops7h 05m

$536

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Fri 9/18

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Sun 9/20

3:20 pm-12:55 am

2 stops7h 05m

$579

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/8

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Thu 10/15

11:45 am-12:55 am

2 stops10h 40m

$626

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/5

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Tue 9/8

11:45 am-12:55 am

2 stops10h 40m

$790

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/5

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Tue 9/8

11:45 am-12:55 am

2 stops10h 40m

$805

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/5

6:05 am-11:00 am

2 stops31h 25m

Chicago Midway

Tue 9/8

11:45 am-12:55 am

2 stops10h 40m

$817

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/5

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Tue 9/8

11:45 am-12:55 am

2 stops10h 40m

$830

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/5

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Tue 9/8

3:20 pm-12:55 am

2 stops31h 05m

$852

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 10/8

4:00 pm-11:00 am

3 stops21h 30m

Chicago Midway

Thu 10/15

11:45 am-12:55 am

2 stops10h 40m

$972

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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?

WestJet is the most popular carrier 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

$984

Fastest flight time

11h 05m

Direct flights

None
The best one-way flight to Chicago from Newfoundland and Labrador in the past 72 hours is $984. The best round-trip flight deal from Newfoundland and Labrador to Chicago found on momondo in the last 72 hours is $519.
The fastest flight from Newfoundland and Labrador to Chicago takes 11h 05m
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 were last updated today.

  • 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 required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
Griffith
Saint John

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?

Yes. momondo enables you to select and highlight flights to Chicago from Newfoundland and Labrador with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight 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?

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
Chicago Greater Rockford Airport