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Cheap flights from Newfoundland and Labrador to Chicago from C$ 380

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YYT — CHI
1 May — 8 May1
1 adult
Wed 1/5
Wed 8/5

What is the cheapest month to fly from Newfoundland and Labrador to Chicago?

Our data shows that March tends to be the cheapest month to fly to Chicago from Newfoundland and Labrador. Users have commonly found prices around C$ 784 for the month, but tickets can be as low as C$ 457. Due to multiple factors, prepare for potentially higher prices in July.

When is the cheapest time to fly from Newfoundland and Labrador to Chicago (NL - CHI)?

When flying from Newfoundland and Labrador to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Air Canada flights from Newfoundland and Labrador to Chicago

Explore cheap flight options specifically provided by Air Canada for the route between Newfoundland and Labrador and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
Find some of the cheapest Air Canada flights travelling from Newfoundland and Labrador to Chicago. Make sure to check back often as deals are often changing.
Sat 14/95:45 a.m.YYT - ORD
1 stop6h 39mAir Canada
Sat 28/93:35 p.m.ORD - YYT
1 stop6h 38mAir Canada
Deal found 25/4C$ 714
Thu 13/65:00 a.m.YYT - ORD
1 stop7h 24mAir Canada
Mon 17/64:00 p.m.ORD - YYT
1 stop7h 06mAir Canada
Deal found 25/4C$ 731
Sat 19/105:00 a.m.YDF - ORD
1 stop7h 23mAir Canada
Wed 23/108:35 a.m.ORD - YDF
2 stops7h 51mAir Canada
Deal found 24/4C$ 733
Sat 19/1012:55 p.m.YDF - ORD
2 stops13h 12mAir Canada
Wed 23/109:15 p.m.ORD - YDF
2 stops17h 16mAir Canada
Deal found 24/4C$ 742
Fri 24/55:50 a.m.YYT - ORD
2 stops11h 34mAir Canada
Tue 28/56:00 a.m.ORD - YYT
1 stop9h 26mAir Canada
Deal found 24/4C$ 806
Fri 24/55:50 a.m.YYT - ORD
1 stop6h 41mAir Canada
Tue 28/56:30 p.m.ORD - YYT
2 stops15h 06mAir Canada
Deal found 25/4C$ 880
Fri 24/55:50 a.m.YYT - ORD
1 stop6h 41mAir Canada
Tue 28/52:15 p.m.ORD - YYT
1 stop6h 21mAir Canada
Deal found 25/4C$ 882
Fri 24/55:50 a.m.YYT - ORD
2 stops11h 34mAir Canada
Tue 28/56:30 p.m.ORD - YYT
2 stops15h 06mAir Canada
Deal found 25/4C$ 888
Fri 3/510:15 p.m.YYT - ORD
1 stop14h 09mAir Canada
Sun 5/511:00 a.m.ORD - YYT
1 stop9h 36mAir Canada
Deal found 25/4C$ 1,293

Cheap Porter Airlines flights from Newfoundland and Labrador to Chicago

Explore cheap flight options specifically provided by Porter Airlines for the route between Newfoundland and Labrador and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
Take a gander at the lowest prices we've found on Porter Airlines flights from Newfoundland and Labrador to Chicago. Deals are refreshing constantly so come back soon for more options.
Fri 7/63:40 p.m.YYT - MDW
2 stops8h 27mPorter Airlines
Tue 11/611:05 a.m.MDW - YYT
2 stops11h 10mPorter Airlines
Deal found 25/4C$ 725
Thu 13/63:40 p.m.YYT - MDW
2 stops8h 27mPorter Airlines
Mon 17/611:25 a.m.MDW - YYT
2 stops10h 50mPorter Airlines
Deal found 25/4C$ 736
Sat 14/96:00 a.m.YYT - MDW
2 stops8h 02mPorter Airlines
Sat 28/98:00 a.m.MDW - YYT
2 stops13h 00mPorter Airlines
Deal found 25/4C$ 770
Fri 3/53:35 p.m.YYT - MDW
2 stops8h 32mPorter Airlines
Sun 5/512:15 p.m.MDW - YYT
2 stops8h 50mPorter Airlines
Deal found 25/4C$ 1,240

Cheap Newfoundland and Labrador to Chicago flights in April & May 2024

Find cheap flight options from Newfoundland and Labrador to Chicago specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Prices were last updated on 26 April 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back regularly for other flight deals.
Fri 24/55:50 a.m.YYT - ORD
2 stops11h 34mAir Canada
Tue 28/56:00 a.m.ORD - YYT
1 stop9h 26mAir Canada
Deal found 24/4C$ 806
Fri 24/55:50 a.m.YYT - ORD
1 stop6h 41mAir Canada
Tue 28/56:30 p.m.ORD - YYT
2 stops15h 06mAir Canada
Deal found 25/4C$ 880
Fri 24/55:50 a.m.YYT - ORD
1 stop6h 41mAir Canada
Tue 28/52:15 p.m.ORD - YYT
1 stop6h 21mAir Canada
Deal found 25/4C$ 882
Fri 24/55:50 a.m.YYT - ORD
2 stops11h 34mAir Canada
Tue 28/56:30 p.m.ORD - YYT
2 stops15h 06mAir Canada
Deal found 25/4C$ 888
Fri 3/53:35 p.m.YYT - MDW
2 stops8h 32mPorter Airlines
Sun 5/512:15 p.m.MDW - YYT
2 stops8h 50mPorter Airlines
Deal found 25/4C$ 1,240
Fri 3/510:15 p.m.YYT - ORD
1 stop14h 09mAir Canada
Sun 5/511:00 a.m.ORD - YYT
1 stop9h 36mAir Canada
Deal found 25/4C$ 1,293
Fri 3/57:15 p.m.YYT - ORD
2 stops16h 05mWestJet
Sun 5/57:05 a.m.ORD - YYT
2 stops8h 52mWestJet
Deal found 25/4C$ 1,706

Newfoundland and Labrador to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Newfoundland and Labrador and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back regularly for other flight deals.
Sat 14/95:45 a.m.YYT - ORD
1 stop6h 39mAir Canada
Sat 28/93:35 p.m.ORD - YYT
1 stop6h 38mAir Canada
Deal found 25/4C$ 714
Sat 14/95:45 a.m.YYT - ORD
2 stops11h 25mMultiple Airlines
Sat 28/98:35 a.m.ORD - YYT
2 stops8h 08mMultiple Airlines
Deal found 25/4C$ 722
Fri 7/66:00 a.m.YYT - MDW
2 stops12h 47mPorter Airlines
Tue 11/68:00 a.m.MDW - YYT
2 stops7h 55mPorter Airlines
Deal found 24/4C$ 725
Thu 13/65:00 a.m.YYT - ORD
1 stop7h 24mAir Canada
Mon 17/64:00 p.m.ORD - YYT
1 stop7h 06mAir Canada
Deal found 25/4C$ 731
Sat 19/105:00 a.m.YDF - ORD
1 stop7h 23mAir Canada
Wed 23/108:35 a.m.ORD - YDF
2 stops7h 51mAir Canada
Deal found 24/4C$ 733
Thu 13/63:40 p.m.YYT - MDW
2 stops8h 27mPorter Airlines
Mon 17/611:25 a.m.MDW - YYT
2 stops10h 50mPorter Airlines
Deal found 25/4C$ 736
Sat 19/1012:55 p.m.YDF - ORD
2 stops13h 12mAir Canada
Wed 23/109:15 p.m.ORD - YDF
2 stops17h 16mAir Canada
Deal found 24/4C$ 742
Sat 14/96:00 a.m.YYT - MDW
2 stops8h 02mPorter Airlines
Sat 28/98:00 a.m.MDW - YYT
2 stops13h 00mPorter Airlines
Deal found 25/4C$ 770
Fri 24/55:50 a.m.YYT - ORD
2 stops11h 34mAir Canada
Tue 28/56:00 a.m.ORD - YYT
1 stop9h 26mAir Canada
Deal found 24/4C$ 806

Newfoundland and Labrador to Chicago flights leaving soon

Find last-minute flight options from Newfoundland and Labrador to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
Users seeking a last-minute flight from Newfoundland and Labrador to Chicago should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.
Fri 3/53:35 p.m.YYT - MDW
2 stops8h 32mPorter Airlines
Sun 5/512:15 p.m.MDW - YYT
2 stops8h 50mPorter Airlines
Deal found 25/4C$ 1,240
Fri 3/510:15 p.m.YYT - ORD
1 stop14h 09mAir Canada
Sun 5/511:00 a.m.ORD - YYT
1 stop9h 36mAir Canada
Deal found 25/4C$ 1,293
Fri 3/57:15 p.m.YYT - ORD
2 stops16h 05mWestJet
Sun 5/57:05 a.m.ORD - YYT
2 stops8h 52mWestJet
Deal found 25/4C$ 1,706

One-way flights to Chicago from Newfoundland and Labrador

Search for one-way flight options from Newfoundland and Labrador to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
Take a look at some of the best available options we've come across on one-way flights from Newfoundland and Labrador to Chicago. Those needing a return flight from Newfoundland and Labrador to Chicago can use the search form above.
Sat 20/75:05 a.m.YDF - ORD
1 stop7h 19mAir Canada
Deal found 25/4C$ 380
Mon 13/57:15 p.m.YYT - ORD
2 stops30h 44mMultiple Airlines
Deal found 25/4C$ 382
Mon 13/56:55 p.m.YYT - ORD
3 stops31h 04mMultiple Airlines
Deal found 25/4C$ 402
Mon 13/56:55 p.m.YYT - MDW
2 stops29h 12mPorter Airlines
Deal found 25/4C$ 431
Mon 13/56:55 p.m.YYT - MDW
3 stops23h 52mPorter Airlines
Deal found 25/4C$ 453
Sat 20/77:35 p.m.YDF - ORD
2 stops27h 53mWestJet
Deal found 25/4C$ 495
Mon 13/53:53 p.m.YYT - ORD
1 stop10h 20mMultiple Airlines
Deal found 25/4C$ 643

Find flights from Newfoundland and Labrador to Chicago within your budget

Customize your flight search to find flights from Newfoundland and Labrador to Chicago 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, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 714 - C$ 867

Route

Depart

Return

Price

St John'sChicago O'Hare Intl

YYT - ORD

YYTORD

St John's

Sat 14/9

1 stop6h 39m

Chicago O'Hare Intl

Sat 28/9

1 stop6h 38m

C$ 714

St John'sChicago O'Hare Intl

YYT - ORD

YYTORD

St John's

Sat 14/9

2 stops14h 54m

Chicago O'Hare Intl

Sat 28/9

1 stop6h 08m

C$ 722

St John'sChicago Midway

YYT - MDW

YYTMDW

St John's

Fri 7/6

2 stops8h 27m

Chicago Midway

Tue 11/6

2 stops11h 10m

C$ 725

St John'sChicago O'Hare Intl

YYT - ORD

YYTORD

St John's

Thu 13/6

1 stop7h 24m

Chicago O'Hare Intl

Mon 17/6

1 stop7h 06m

C$ 731

Deer LakeChicago O'Hare Intl

YDF - ORD

YDFORD

Deer Lake

Sat 19/10

1 stop7h 23m

Chicago O'Hare Intl

Wed 23/10

2 stops7h 51m

C$ 733

St John'sChicago Midway

YYT - MDW

YYTMDW

St John's

Thu 13/6

2 stops8h 27m

Chicago Midway

Mon 17/6

2 stops10h 50m

C$ 736

Deer LakeChicago O'Hare Intl

YDF - ORD

YDFORD

Deer Lake

Sat 19/10

2 stops13h 12m

Chicago O'Hare Intl

Wed 23/10

2 stops17h 16m

C$ 742

St John'sChicago Midway

YYT - MDW

YYTMDW

St John's

Sat 14/9

2 stops8h 02m

Chicago Midway

Sat 28/9

2 stops13h 00m

C$ 770

St John'sChicago O'Hare Intl

YYT - ORD

YYTORD

St John's

Thu 13/6

2 stops10h 55m

Chicago O'Hare Intl

Mon 17/6

1 stop7h 06m

C$ 867

Flights are sorted by cheapest first

Deals found on 25/4

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 26 April 2024.
See what other customers who have flown with Air Canada and Porter Airlines from Newfoundland and Labrador to Chicago have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.5
Good
2,985 reviews
Check prices

Food

6.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Crew

8.2

Entertainment

6.5

Reviews

1 / 10

Flights good. Our original flight from Halifax to Toronto was delayed 4 days Unacceptable We flew with Air Canada a picked up original flight in Toronto Cost extra $500 Maybe Westjet could give us a voucher or pay for this inconvenience. Thank You. Garry Barkman

WestJet
7.5
Good
2,985 reviews
WestJet
7.5
Good
2,985 reviews
Check prices

Food

6.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Crew

8.2

Entertainment

6.5

Reviews

1 / 10

Flights good. Our original flight from Halifax to Toronto was delayed 4 days Unacceptable We flew with Air Canada a picked up original flight in Toronto Cost extra $500 Maybe Westjet could give us a voucher or pay for this inconvenience. Thank You. Garry Barkman

Porter Airlines
7.4
Good
438 reviews
WestJet
7.5
Good
2,985 reviews
Check prices

Food

6.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Crew

8.2

Entertainment

6.5

Reviews

1 / 10

Flights good. Our original flight from Halifax to Toronto was delayed 4 days Unacceptable We flew with Air Canada a picked up original flight in Toronto Cost extra $500 Maybe Westjet could give us a voucher or pay for this inconvenience. Thank You. Garry Barkman

Air Canada
7.0
Good
6,863 reviews
WestJet
7.5
Good
2,985 reviews
Check prices

Food

6.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Crew

8.2

Entertainment

6.5

Reviews

1 / 10

Flights good. Our original flight from Halifax to Toronto was delayed 4 days Unacceptable We flew with Air Canada a picked up original flight in Toronto Cost extra $500 Maybe Westjet could give us a voucher or pay for this inconvenience. Thank You. Garry Barkman

Related info for your journey

Find useful and relevant information for your journey from Newfoundland and Labrador to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Newfoundland and Labrador to Chicago for under C$ 800 on Cheapflights?

    Yes, there are multiple flights from Newfoundland and Labrador to Chicago for under C$ 800. The cheapest flight booked recently is on Air Canada for just C$ 714, but on average you can expect to pay C$ 792.

  • Are there last-minute flights available from Newfoundland and Labrador to Chicago for under C$ 1,300?

    There are currently 3+ open flights from Newfoundland and Labrador to Chicago within the next 7 days for less than C$ 1,300.

  • What are the cheapest airlines to fly from Newfoundland and Labrador to Chicago one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at C$ 380. Porter Airlines flights start at C$ 431 while deals on WestJet start at C$ 495 one-way.

  • What are the most popular routes from Newfoundland and Labrador to Chicago?

    While some choose either St John's - Chicago O'Hare Intl or Deer Lake - Chicago O'Hare Intl, St John's - Chicago Midway is the most popular route from Newfoundland and Labrador to Chicago.

  • What does YYT to ORD mean?

    Great question - YYT to ORD just means St John's Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Newfoundland and Labrador to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Newfoundland and Labrador to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Newfoundland and Labrador to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Newfoundland and Labrador to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Newfoundland and Labrador to Chicago that include hotel bookings?

    Yes. In addition to deals on Newfoundland and Labrador to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Newfoundland and Labrador to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Newfoundland and Labrador to Chicago.

  • Can I find deals for business class flights from Newfoundland and Labrador to Chicago?

    Yes. Cheapflights offers flight deals from Newfoundland and Labrador to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Newfoundland and Labrador to Chicago that allow pets onboard?

    Many airlines flying from Newfoundland and Labrador to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Newfoundland and Labrador to Chicago?

    Yes, you can often find last-minute deals on Newfoundland and Labrador to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Newfoundland and Labrador to Chicago flight deals updated?

    The Newfoundland and Labrador to Chicago flight deals you see on this page were last updated on 25/4.

See more FAQs

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Alternative routes for Newfoundland and Labrador to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top airline flying from Newfoundland and Labrador to Chicago

Discover the top airline that operate flights from Newfoundland and Labrador to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 26 April 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 570AverageC$ 730FlexibilityNo cancel feeOn-time67%
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Search flights from Newfoundland and Labrador to Chicago by cabin class

Find flights from Newfoundland and Labrador to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Newfoundland and Labrador to Chicago?

When you search for this flight from Newfoundland and Labrador to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Newfoundland and Labrador to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Newfoundland and Labrador to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Newfoundland and Labrador to Chicago with no change fees?

Certainly. Search results for flights to Chicago from Newfoundland and Labrador shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Newfoundland and Labrador to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Newfoundland and Labrador today and book when prices fit your budget.

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