How does KAYAK find such low prices on flights from Newfoundland and Labrador to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Newfoundland and Labrador to Chicago. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Newfoundland and Labrador to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Newfoundland and Labrador is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Newfoundland and Labrador to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Newfoundland and Labrador with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Newfoundland and Labrador to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Newfoundland and Labrador up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$225 CHEAP FLIGHTS from Newfoundland and Labrador to Chicago (MDW)

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

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Cheap Flights from Newfoundland and Labrador to Midway

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Newfoundland and Labrador to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Newfoundland and Labrador to Midway

Sun, Mar 1 - Sun, Mar 8

6:20 am - 3:20 pmYYT-MDW

11h 30m2 stops

11:00 am - 11:05 pmMDW-YYT

9h 35m2 stops

$470Porter Airlines

Find Deal

Sun, Mar 1 - Sun, Mar 8

6:00 am - 3:20 pmYYT-MDW

11h 50m3 stops

11:00 am - 11:05 pmMDW-YYT

9h 35m3 stops

$490Porter Airlines

Find Deal

Tue, Sep 30 - Wed, Oct 1

6:00 am - 4:24 pmYYT-MDW

12h 54m1 stop

9:35 am - 12:17 pmMDW-YYT

24h 12m1 stop

$568Porter Airlines

Find Deal

Sat, Oct 25 - Sat, Nov 1

1:15 pm - 10:05 amYYT-MDW

23h 20m2 stops

12:45 pm - 11:05 pmMDW-YYT

7h 50m2 stops

$601Porter Airlines

Find Deal

Tue, Sep 30 - Wed, Oct 1

6:00 am - 5:35 pmYYT-MDW

14h 05m2 stops

9:35 am - 10:56 pmMDW-YYT

10h 51m1 stop

$609

Find Deal

Sat, Oct 25 - Sat, Nov 1

2:55 pm - 10:05 amYYT-MDW

21h 40m3 stops

12:45 pm - 1:01 amMDW-YYT

9h 46m2 stops

$637Porter Airlines

Find Deal

Sat, Oct 25 - Sat, Nov 1

2:55 pm - 10:05 amYYT-MDW

21h 40m3 stops

9:20 am - 4:35 pmMDW-YYT

28h 45m3 stops

$669

Find Deal

Tue, Sep 30 - Wed, Oct 1

6:00 am - 4:24 pmYYT-MDW

12h 54m1 stop

5:20 pm - 4:58 pmMDW-YYT

21h 08m3 stops

$697Porter Airlines

Find Deal

Tue, Sep 30 - Wed, Oct 1

6:00 am - 5:35 pmYYT-MDW

14h 05m2 stops

5:20 pm - 4:58 pmMDW-YYT

21h 08m3 stops

$725

Find Deal

Tue, Sep 30 - Tue, Sep 30

6:00 am - 4:24 pmYYT-MDW

12h 54m1 stop

7:15 pm - 10:56 pmMDW-YYT

25h 11m2 stops

$751

Find Deal

Cheapest round-trip

$470

Porter Airlines

Sun 3/1Sun 3/8

YYT - MDW • 2 stops

Cheapest one-way

$225

Multiple Airlines

Tue 10/14

YYT - MDW • 3 stops

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Midway!

Useful Info

Cheapest flight	$225

Flight from St. John's to Chicago

How does KAYAK find such low prices on flights from Newfoundland and Labrador to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Newfoundland and Labrador to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Newfoundland and Labrador to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Newfoundland and Labrador is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Newfoundland and Labrador to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Newfoundland and Labrador with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Newfoundland and Labrador to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Newfoundland and Labrador up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Midway

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on your arrival and departure airports

Chicago (MDW)

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$225 Find Cheap Flights from Newfoundland and Labrador to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

Cheap Flights from Newfoundland and Labrador to Midway

Recent round-trip flight deals from Newfoundland and Labrador to Midway

Recent one-way flight deals from Newfoundland and Labrador to Midway

Recent last minute flight deals from Newfoundland and Labrador to Midway

Everything you should know

Good to know

FAQs for booking Newfoundland and Labrador to Chicago flights

How does KAYAK find such low prices on flights from Newfoundland and Labrador to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Newfoundland and Labrador to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Newfoundland and Labrador to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Newfoundland and Labrador is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Newfoundland and Labrador to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Newfoundland and Labrador with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Newfoundland and Labrador to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Newfoundland and Labrador up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Cabin class types available on flights to Midway

Complete your trip to Midway with a hotel stay or car rental

Find direct flights for Midway

Flights to other popular destinations

Flights from domestic origins to Newfoundland and Labrador

Choose which airport to fly into in Chicago

Find deals for your return flight