Cheap flights from Newfoundland and Labrador to Chicago from $473

This is the cheapest round-trip 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 9/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Porter Airlines Logo
7:00 am - 4:24 pmYYT-MDW
11h 54m3 stops
Porter Airlines Logo
9:35 am - 12:38 amMDW-YYT
12h 33m2 stops
$473Porter Airlines
Find Deal
jue., sep. 25 - jue., oct. 2
Porter Airlines Logo
1:15 pm - 8:39 amYYT-MDW
21h 54m2 stops
Porter Airlines Logo
9:35 am - 12:38 amMDW-YYT
12h 33m2 stops
$591Porter Airlines
Find Deal
jue., sep. 25 - jue., oct. 2
Porter Airlines Logo
7:00 am - 4:24 pmYYT-MDW
11h 54m3 stops
Porter Airlines Logo
5:20 pm - 4:58 pmMDW-YYT
21h 08m3 stops
$665Porter Airlines
Find Deal
jue., sep. 25 - jue., oct. 2

Porter Airlines flights from Newfoundland and Labrador to Chicago Midway Airport

Our best Porter Airlines deals on Newfoundland and Labrador to Chicago Midway Airport flight tickets
Porter Airlines
Sep 25
YYT7:00 amSt John's
11h 54m
3 stops
MDW4:24 pmChicago Midway
Oct 2
MDW9:35 amChicago Midway
12h 33m
2 stops
YYT12:38 amSt John's
Porter Airlines
Sep 25
YYT1:15 pmSt John's
21h 54m
2 stops
MDW8:39 amChicago Midway
Oct 2
MDW9:35 amChicago Midway
12h 33m
2 stops
YYT12:38 amSt John's
Porter Airlines
Sep 25
YYT7:00 amSt John's
11h 54m
3 stops
MDW4:24 pmChicago Midway
Oct 2
MDW5:20 pmChicago Midway
21h 08m
3 stops
YYT4:58 pmSt John's

momondo Fare Finder

 
Customize your flight search to find flights from Newfoundland and Labrador to Chicago Midway 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 832,500 searches. Data last updated agosto 11, 2025.
Use the filters below to find and compare flights from Newfoundland and Labrador to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. John'sChicago

YYT - MDW

YYTMDW

St John's

jue. 9/25

7:00 am-4:24 pm

3 stops11h 54m

Chicago Midway

jue. 10/2

9:35 am-12:38 am

2 stops12h 33m

$473

St. John'sChicago

YYT - MDW

YYTMDW

St John's

jue. 9/25

1:15 pm-8:39 am

2 stops21h 54m

Chicago Midway

jue. 10/2

9:35 am-12:38 am

2 stops12h 33m

$591

St. John'sChicago

YYT - MDW

YYTMDW

St John's

jue. 9/25

7:00 am-4:24 pm

3 stops11h 54m

Chicago Midway

jue. 10/2

5:20 pm-4:58 pm

3 stops21h 08m

$665

St. John'sChicago

YYT - MDW

YYTMDW

St John's

sáb. 8/30

7:40 pm-5:37 pm

2 stops24h 27m

$539

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Newfoundland and Labrador to Chicago Midway 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 airline that flies from Newfoundland and Labrador to Chicago Midway?

WestJet is the most popular carrier operating from Newfoundland and Labrador to Chicago Midway

Cheap Newfoundland and Labrador to Chicago Midway Airport flight deals and tips

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

Best Price Found

$539

Fastest flight time

11h 54m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Newfoundland and Labrador in the past 72 hours is $539. The best round-trip flight deal from Newfoundland and Labrador to Chicago Midway Airport found on momondo in the last 72 hours is $473.
The fastest flight from Newfoundland and Labrador to Chicago Midway Airport takes 11h 54m
There are no direct flights from Newfoundland and Labrador to Chicago Midway Airport. Popular non-direct route for this connection is St John's Airport - Chicago Midway Airport.
  • When did momondo last update prices for flights from Newfoundland and Labrador to Chicago Midway Airport?

    Prices for flights from Newfoundland and Labrador to Chicago Midway Airport refresh daily.

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

    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 Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport 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.

Traveling to a place near Chicago?

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Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Newfoundland and Labrador.

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 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?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Newfoundland and Labrador and alert you when they change.

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sáb. 8/16
sáb. 8/23

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