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Cheap flights from Nova Scotia to Chicago from C$ 251

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 24/2. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
24 Dec — 31 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap 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 24 November 2025.

Round-trip from

C$ 371

One-way from

C$ 251

Popular in

July

Cheapest in

September

Average price

C$ 510
Porter Airlines
  • Porter Airlines
  • 13/4-16/4
  • 3 total stops
  • 16h 00m total
  • Nova Scotia to Chicago
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24/2
  • 24/2
  • 1 total stop
  • 9h 34m total
  • Nova Scotia to Chicago
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Highest demand for flights based on searches. 22% potential increase in price (C$ 217 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease (C$ 25 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Nova Scotia to Chicago

Enter your travel dates to find the best prices.

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 24 November 2025.

Mon 8/128:25 a.m.YHZ - MDW
1 stop8h 55mPorter Airlines
Sun 14/1211:00 a.m.MDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 23/11C$ 467
Mon 8/1210:40 p.m.YHZ - MDW
1 stop13h 25mMultiple Airlines
Sun 14/124:15 p.m.MDW - YHZ
1 stop27h 40mMultiple Airlines
Deal found 23/11C$ 486
Sat 13/128:25 a.m.YHZ - MDW
1 stop5h 25mPorter Airlines
Tue 30/1211:00 a.m.MDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 21/11C$ 532
Mon 15/128:25 a.m.YHZ - MDW
1 stop8h 55mPorter Airlines
Mon 29/1211:00 a.m.MDW - YHZ
2 stops8h 20mPorter Airlines
Deal found 21/11C$ 594
Sat 27/128:25 a.m.YHZ - MDW
2 stops8h 55mPorter Airlines
Mon 29/1211:00 a.m.MDW - YHZ
2 stops8h 20mPorter Airlines
Deal found 24/11C$ 653
Mon 8/127:00 a.m.YHZ - ORD
1 stop8h 01mAir Canada
Sun 14/127:05 a.m.ORD - YHZ
1 stop6h 42mAir Canada
Deal found 23/11C$ 653
Sat 27/125:35 a.m.YHZ - ORD
1 stop7h 43mAir Canada
Mon 29/123:55 p.m.ORD - YHZ
1 stop6h 31mAir Canada
Deal found 23/11C$ 654
Wed 24/129:00 a.m.YHZ - ORD
1 stop12h 02mMultiple Airlines
Sun 28/125:05 a.m.ORD - YHZ
2 stops34h 33mMultiple Airlines
Deal found 21/11C$ 667
Sat 27/128:25 a.m.YHZ - MDW
2 stops8h 55mPorter Airlines
Fri 2/111:00 a.m.MDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 22/11C$ 704
Thu 25/126:55 a.m.YHZ - ORD
1 stop6h 23mAir Canada
Thu 1/18:40 p.m.ORD - YHZ
1 stop10h 45mAir Canada
Deal found 24/11C$ 704
Mon 22/128:45 a.m.YHZ - MDW
1 stop15h 13mMultiple Airlines
Tue 30/124:15 p.m.MDW - YHZ
2 stops21h 51mMultiple Airlines
Deal found 24/11C$ 725
Sat 13/126:00 a.m.YHZ - ORD
2 stops12h 22mWestJet
Tue 30/129:41 a.m.ORD - YHZ
2 stops14h 00mWestJet
Deal found 21/11C$ 730

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 629,999 searches. Data last updated 24 November 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

Mon 13/4

8:25 a.m.-3:20 p.m.

2 stops8h 55m

Chicago Midway

Thu 16/4

11:00 a.m.-8:05 p.m.

1 stop7h 05m

C$ 371

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 8/12

8:25 a.m.-3:20 p.m.

1 stop8h 55m

Chicago Midway

Sun 14/12

11:00 a.m.-11:54 p.m.

2 stops10h 54m

C$ 467

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 12/3

8:30 a.m.-3:20 p.m.

1 stop8h 50m

Chicago Midway

Sun 15/3

11:00 a.m.-8:05 p.m.

1 stop7h 05m

C$ 513

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 11/1

8:45 a.m.-7:17 p.m.

1 stop12h 32m

Chicago O'Hare Intl

Tue 13/1

7:45 p.m.-1:41 a.m.

2 stops27h 56m

C$ 516

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 8/1

8:20 p.m.-9:39 p.m.

2 stops27h 19m

Chicago O'Hare Intl

Thu 15/1

3:25 p.m.-9:55 p.m.

3 stops28h 30m

C$ 522

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 22/1

8:20 p.m.-9:39 p.m.

2 stops27h 19m

Chicago O'Hare Intl

Sun 25/1

7:00 a.m.-10:50 a.m.

2 stops25h 50m

C$ 546

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 8/1

5:05 a.m.-9:13 a.m.

1 stop6h 08m

Chicago O'Hare Intl

Thu 15/1

3:55 p.m.-12:26 a.m.

1 stop6h 31m

C$ 561

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 12/3

6:55 a.m.-11:18 a.m.

1 stop6h 23m

Chicago O'Hare Intl

Sun 15/3

3:35 p.m.-12:21 a.m.

1 stop6h 46m

C$ 644

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 15/4

11:20 a.m.-2:55 p.m.

1 stop5h 35m

Chicago O'Hare Intl

Thu 16/4

3:45 p.m.-12:05 a.m.

1 stop6h 20m

C$ 644

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 15/4

1:10 p.m.-7:35 p.m.

1 stop8h 25m

Chicago O'Hare Intl

Thu 16/4

9:40 a.m.-9:05 p.m.

2 stops9h 25m

C$ 644

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/11

Showing 1-10 of 35 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 C$ 141). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of C$ 622). 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.

What is the cheapest time of day to fly from NS to CHI?

Find hourly flight availability from Nova Scotia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 24 November 2025.

It’s optimal to fly from Nova Scotia to Chicago in the afternoon. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight at noon.

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?

    Airlines like Porter Airlines and Air Canada fly from Nova Scotia to Chicago in about 5h 50m. The time it takes to get you to your destination can typically vary by up to 3h 05m. The distance between Nova Scotia and Chicago is about 1902 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Nova Scotia 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$ 381. Porter Airlines flights start at C$ 382 while deals on United Airlines start at C$ 426 one-way.

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

    Most travellers choose Halifax Intl - Chicago O'Hare Intl, Halifax Intl - Chicago Midway or Moncton Intl - Chicago O'Hare Intl when deciding on the best route from Nova Scotia to Chicago.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Nova Scotia to Chicago on time: American Airlines (100%), Envoy Air (100%), SkyWest Airlines (90%).

  • 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 C$ 141). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of C$ 622). 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

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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 2 airlines flying from Nova Scotia to Chicago

Discover the top 2 airlines 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 629,999 searches. Data last updated 24 November 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 230AverageC$ 426FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 342AverageC$ 582FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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 Nova Scotia to Chicago?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Nova Scotia today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Nova Scotia to Chicago?

Cheapflights helps you find that perfect flight to Chicago from Nova Scotia by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Nova Scotia to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Nova Scotia to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Nova Scotia to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from Nova Scotia to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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