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Cheap flights from Newfoundland and Labrador to Chicago from C$ 396

YYT — CHI
20 Oct — 27 Oct1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Newfoundland and Labrador to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Newfoundland and Labrador to Chicago

Sun 1/116:00 a.m. -
1 stop9h 43m
Sun 8/114:30 p.m. -
1 stop6h 41m
Deal found 17/9C$ 752
Thu 22/101:35 p.m. -
1 stop8h 43m
Wed 28/1012:50 p.m. -
1 stop8h 06m
Deal found 20/9C$ 755
Thu 22/106:05 a.m. -
2 stops11h 20m
Wed 28/1012:20 p.m. -
1 stop10h 46m
Deal found 20/9C$ 761
Tue 24/117:40 a.m. -
2 stops9h 42m
Sat 28/117:05 a.m. -
2 stops9h 32m
Deal found 17/9C$ 832
Sun 1/115:15 a.m. -
1 stop8h 22m
Sun 8/115:00 a.m. -
2 stops9h 55m
Deal found 17/9C$ 951
Sun 1/112:25 p.m. -
2 stops26h 20m
Sun 8/116:20 p.m. -
3 stops17h 40m
Deal found 17/9C$ 1,079
Fri 18/96:00 a.m. -
2 stops11h 05m
Sun 20/911:45 a.m. -
2 stops10h 40m
Deal found 15/9C$ 1,377

Find flight deals from Newfoundland and Labrador to Chicago

Round-trip from

C$ 601

One-way from

C$ 396
5/10-14/10
  • 5/10-14/10
  • 2 total stops
  • 47h 25m total
  • Newfoundland and Labrador to Chicago
Search Deals
Porter Airlines
  • Porter Airlines
  • 29/10-31/12
  • 2 total stops
  • 14h 10m total
  • Newfoundland and Labrador to Chicago
Search Deals

Cheapflights 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 - ORD Chicago O'Hare Intl

YYTORD

St John's

Thu 29/10

6:00 a.m.-5:40 p.m.

2 stops14h 10m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 396

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Thu 29/10

2:25 p.m.-11:47 p.m.

3 stops35h 52m

Chicago Midway

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 601
Quickest round-trip

St. John'sChicago

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

YYTORD

St John's

Fri 2/10

5:35 a.m.-10:12 a.m.

1 stop7h 07m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 740

St. John'sChicago

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

YYTORD

St John's

Thu 22/10

1:35 p.m.-7:48 p.m.

1 stop8h 43m

Chicago O'Hare Intl

Wed 28/10

12:50 p.m.-11:26 p.m.

1 stop8h 06m

C$ 755

St. John'sChicago

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

YYTORD

St John's

Thu 22/10

6:05 a.m.-2:55 p.m.

2 stops11h 20m

Chicago O'Hare Intl

Wed 28/10

12:20 p.m.-1:36 a.m.

1 stop10h 46m

C$ 761

Deer LakeChicago

YDF Deer Lake - ORD Chicago O'Hare Intl

YDFORD

Deer Lake

Wed 27/1

5:45 a.m.-11:07 a.m.

1 stop7h 52m

Chicago O'Hare Intl

Fri 29/1

3:45 p.m.-12:12 a.m.

1 stop5h 57m

C$ 831

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$ 832

St. John'sChicago

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

YYTORD

St John's

Sun 1/11

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

1 stop8h 22m

Chicago O'Hare Intl

Sun 8/11

5:00 a.m.-5:25 p.m.

2 stops9h 55m

C$ 951

St. John'sChicago

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

YYTORD

St John's

Fri 2/10

6:05 a.m.-1:18 p.m.

3 stops57h 43m

Chicago O'Hare Intl

Wed 31/12

12:00 a.m.-2:30 a.m.

Nonstop0h 00m

C$ 2,568

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/9

Sorted by cheapest first

Best time to book a flight from Newfoundland and Labrador to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Newfoundland and Labrador with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Newfoundland and Labrador to Chicago

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

Related info for your journey

  • How long is the flight from Newfoundland and Labrador to Chicago?

    A quick flight from Newfoundland and Labrador to Chicago can take about 8h 43m. Air Canada provides one of the quickest options available for as low as C$ 755. The distance between Newfoundland and Labrador and Chicago is about 2816 km.

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

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

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Newfoundland and Labrador to Chicago

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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.

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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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