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$159+ Cheap flights from Nova Scotia to Chicago (CHI)

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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Nova Scotia to Chicago

Cheapest flights from Nova Scotia to Chicago
Explore the most affordable flight options available from Nova Scotia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Air Canada deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:00 pmYHZ - ORD
1 stop7h 53mAir Canada
Thu 1/16:00 amORD - YHZ
1 stop15h 54mAir Canada
Deal found 12/17$619
This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:30 amYHZ - ORD
1 stop8h 03mAmerican Airlines
Thu 1/16:15 amORD - YHZ
2 stops16h 07mAmerican Airlines
Deal found 12/17$620
This Air Canada deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:55 amYHZ - ORD
1 stop6h 23mAir Canada
Thu 1/16:00 amORD - YHZ
1 stop8h 14mAir Canada
Deal found 12/16$622
This FlightHub deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 amYHZ - MDW
2 stops28h 49mWestJet
Fri 1/26:08 pmMDW - YHZ
2 stops29h 33mWestJet
Deal found 12/18$635
This oojo deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Wed 12/3111:00 amMDW - YHZ
2 stops8h 29mPorter Airlines
Deal found 12/15$637
This American Airlines deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:30 amYHZ - ORD
1 stop8h 03mAmerican Airlines
Fri 1/27:30 amORD - YHZ
2 stops14h 52mAmerican Airlines
Deal found 12/18$668
This FlightHub deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:00 amYHZ - ORD
2 stops16h 36mWestJet
Fri 1/29:41 amORD - YHZ
2 stops38h 00mWestJet
Deal found 12/16$669
This FlightHub deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:25 amYHZ - MDW
2 stops8h 55mPorter Airlines
Fri 1/211:00 amMDW - YHZ
2 stops8h 05mPorter Airlines
Deal found 12/16$681
This FlightHub deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amYHZ - ORD
2 stops17h 34mWestJet
Thu 1/17:00 amORD - YHZ
2 stops16h 41mWestJet
Deal found 12/17$683
This FlightHub deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amYHZ - MDW
2 stops37h 26mWestJet
Fri 1/26:08 pmMDW - YHZ
2 stops29h 33mWestJet
Deal found 12/18$728
This FlightHub deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:00 amYHZ - MDW
2 stops37h 26mWestJet
Thu 1/16:08 pmMDW - YHZ
2 stops29h 33mWestJet
Deal found 12/18$745
This FlightHub deal was found by Cheapflights users on 12/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:10 pmYHZ - MDW
2 stops42h 56mWestJet
Thu 1/16:08 pmMDW - YHZ
2 stops29h 33mWestJet
Deal found 12/18$748

Find flight deals from Nova Scotia to Chicago

Keep the following information in mind while searching for Nova Scotia to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Porter Airlines)

One-way from

$159
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$309

Good one-way deal

$371 or less
Provider with most accurate pricing for Halifax Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Halifax Intl-Chicago (CHI) flights.
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From Nova Scotia to Chicago (CHI)
Search Deals
One-way flight from Nova Scotia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a one-way flight from Nova Scotia to Chicago (CHI).
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Nova Scotia 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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Nova Scotia to Chicago that are best for you.

Fly from

Nova Scotia

Fly to

Chicago

Route

Depart

Return

Price

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 4/14

7:00 am-3:20 pm

2 stops10h 20m

Chicago Midway

Wed 4/15

11:00 am-8:05 pm

1 stop7h 05m

$245

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 1/12

8:45 am-5:52 pm

1 stop11h 07m

Chicago O'Hare Intl

Thu 1/15

8:43 pm-9:55 pm

2 stops23h 12m

$339

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 4/2

8:25 am-3:20 pm

2 stops8h 55m

Chicago Midway

Sun 4/5

11:00 am-8:05 pm

1 stop7h 05m

$354

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 1/30

8:45 am-5:52 pm

1 stop11h 07m

Chicago O'Hare Intl

Mon 2/2

7:00 am-10:50 am

2 stops25h 50m

$375

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sat 1/17

8:45 am-7:41 pm

1 stop12h 56m

Chicago O'Hare Intl

Sat 1/24

7:21 pm-1:41 am

2 stops28h 20m

$381

MonctonChicago

YQM - ORD

YQMORD

Moncton Intl

Sun 2/8

11:35 am-2:55 pm

1 stop5h 20m

Chicago O'Hare Intl

Wed 2/11

8:00 am-5:03 pm

1 stop7h 03m

$388

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 1/21

7:05 pm-10:05 am

2 stops17h 00m

Chicago Midway

Sat 1/24

12:45 pm-8:10 pm

1 stop5h 25m

$391

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 1/21

6:00 am-5:55 pm

2 stops13h 55m

Chicago Midway

Sat 1/24

9:33 am-1:41 am

2 stops14h 08m

$394

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 1/16

8:45 am-11:47 pm

2 stops17h 02m

Chicago Midway

Mon 1/19

11:05 am-8:10 pm

1 stop7h 05m

$394

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 1/16

1:10 pm-8:04 pm

1 stop8h 54m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-7:28 am

1 stop15h 08m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 34 results
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Best time to book a flight from Nova Scotia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nova Scotia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Nova Scotia to Chicago

What is the cheapest month to book a flight from Nova Scotia to Chicago?

Currently, September is the cheapest month in which you can book a flight from Nova Scotia to Chicago (average of $100). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of $441). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Nova Scotia to Chicago?

Related info for your journey

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

  • How long is the flight from Nova Scotia to Chicago?

    Porter Airlines and Air Canada can get you from Nova Scotia to Chicago in just under 5h 20m. Your travel time can differ by up to 5h. The distance from Nova Scotia to Chicago is about 1182 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Nova Scotia to Chicago?

    The most popular flight routes from Nova Scotia to Chicago are Halifax Intl - Chicago Midway, Halifax Intl - Chicago O'Hare Intl and Moncton Intl - Chicago O'Hare Intl.

  • What are the most reliable airlines from Nova Scotia to Chicago?

    The top 3 most reliable airlines when flying from Nova Scotia to Chicago are SkyWest Airlines (100%), Air Canada (100%) and United Airlines (100%).

  • What are the cheapest flights from Nova Scotia to Chicago?

    Looking for the cheapest flight from Nova Scotia to Chicago? While on average our users pay $371, our data indicates the cheapest price to be $371. The most popular route (Halifax Intl - Chicago Midway), is priced around $245.

  • Can I find deals for flights from Nova Scotia to Chicago that include hotel bookings?

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

  • How can I find direct flights from Nova Scotia to Chicago?

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

  • Can I find deals for business class flights from Nova Scotia to Chicago?

    Yes. Cheapflights offers flight deals from Nova Scotia 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.

  • What is the cheapest month to book a flight from Nova Scotia to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Nova Scotia to Chicago (average of $100). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of $441). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Nova Scotia 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 Nova Scotia to Chicago

Discover the top airline that operate flights from Nova Scotia 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 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$182Average$474FlexibilityNo cancel feeOn-time67%

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