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Cheap flights from Nova Scotia to Chicago from C$ 237

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 20/1. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
22 Jan — 29 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 23 December 2025.

Sun 21/128:25 a.m.YHZ - MDW
2 stops8h 55mPorter Airlines
Sun 28/1211:00 a.m.MDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 20/12C$ 709
Fri 26/128:25 a.m.YHZ - MDW
1 stop8h 55mPorter Airlines
Fri 2/111:00 a.m.MDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 23/12C$ 834
Sat 27/128:25 a.m.YHZ - MDW
2 stops8h 55mPorter Airlines
Fri 2/111:00 a.m.MDW - YHZ
2 stops8h 05mPorter Airlines
Deal found 22/12C$ 899
Fri 26/126:30 a.m.YHZ - ORD
1 stop8h 03mMultiple Airlines
Thu 1/16:02 p.m.ORD - YHZ
2 stops29h 39mMultiple Airlines
Deal found 21/12C$ 947
Thu 25/121:00 p.m.YHZ - ORD
1 stop7h 53mAir Canada
Thu 1/12:37 p.m.ORD - YHZ
1 stop7h 17mAir Canada
Deal found 22/12C$ 984
Fri 26/121:00 p.m.YHZ - ORD
1 stop7h 53mAir Canada
Fri 2/17:15 a.m.ORD - YHZ
1 stop6h 32mAir Canada
Deal found 21/12C$ 990
Fri 26/126:00 a.m.YHZ - ORD
2 stops13h 22mWestJet
Fri 2/16:02 p.m.ORD - YHZ
2 stops29h 39mWestJet
Deal found 22/12C$ 995
Fri 26/125:35 a.m.YHZ - ORD
1 stop7h 43mAir Canada
Thu 1/12:37 p.m.ORD - YHZ
1 stop7h 17mAir Canada
Deal found 23/12C$ 1,002
Thu 25/126:10 p.m.YHZ - ORD
2 stops29h 24mWestJet
Thu 1/17:00 a.m.ORD - YHZ
2 stops16h 41mWestJet
Deal found 21/12C$ 1,023
Sun 21/121:15 p.m.YHZ - ORD
1 stop8h 30mAir Canada
Sun 28/1212:50 p.m.ORD - YHZ
1 stop6h 26mAir Canada
Deal found 20/12C$ 1,024
Thu 25/126:00 a.m.YHZ - MDW
2 stops28h 49mWestJet
Thu 1/16:08 p.m.MDW - YHZ
2 stops29h 33mWestJet
Deal found 21/12C$ 1,045
Wed 31/125:10 a.m.YQM - ORD
1 stop9h 51mAir Canada
Sun 4/17:15 a.m.ORD - YQM
1 stop6h 42mAir Canada
Deal found 22/12C$ 1,246

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 23 December 2025.

Round-trip from

C$ 319

One-way from

C$ 237

Popular in

July

Cheapest in

September

Average price

C$ 425
Porter Airlines
  • Porter Airlines
  • 14/4-15/4
  • 4 total stops
  • 21h 14m total
  • Nova Scotia to Chicago
Search Deals
20/1
  • 20/1
  • 2 total stops
  • 25h 47m total
  • Nova Scotia to Chicago
Search Deals
Highest demand for flights based on searches. 22% potential increase in price (C$ 206 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 23 December 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 14/4

7:00 a.m.-3:20 p.m.

2 stops10h 20m

Chicago Midway

Wed 15/4

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

2 stops10h 54m

C$ 319

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Wed 4/2

1:20 p.m.-11:47 p.m.

2 stops12h 27m

Chicago O'Hare Intl

Wed 11/2

7:20 a.m.-10:50 a.m.

2 stops25h 30m

C$ 414

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 4/2

4:50 p.m.-10:10 a.m.

2 stops19h 20m

Chicago Midway

Wed 11/2

11:00 a.m.-8:10 p.m.

1 stop7h 10m

C$ 505

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 16/1

10:40 p.m.-11:46 p.m.

2 stops27h 06m

Chicago O'Hare Intl

Mon 19/1

5:15 a.m.-10:50 a.m.

2 stops27h 35m

C$ 515

MonctonChicago

YQM - ORD

YQMORD

Moncton Intl

Sun 1/2

5:50 a.m.-1:01 p.m.

2 stops9h 11m

Chicago O'Hare Intl

Mon 2/2

10:00 a.m.-8:31 p.m.

2 stops8h 31m

C$ 537

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sat 10/1

6:40 a.m.-11:50 a.m.

2 stops7h 10m

Chicago Midway

Sat 17/1

12:45 p.m.-8:10 p.m.

1 stop5h 25m

C$ 537

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 3/4

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

1 stop8h 50m

Chicago Midway

Sun 5/4

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

1 stop7h 05m

C$ 556

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 27/1

6:00 a.m.-8:47 p.m.

2 stops16h 47m

Chicago O'Hare Intl

Sat 28/2

5:37 p.m.-1:41 a.m.

2 stops30h 04m

C$ 585

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/2

10:40 p.m.-9:03 p.m.

2 stops24h 23m

Chicago O'Hare Intl

Fri 13/2

2:20 p.m.-7:28 a.m.

1 stop15h 08m

C$ 585

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$ 595

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/12

Showing 1-10 of 39 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$ 138). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of C$ 607). 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 23 December 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.

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?

    Airlines like Porter Airlines, Air Canada, and United Airlines fly from Nova Scotia to Chicago in about 9h 11m. The time it takes to get you to your destination can typically vary by up to 10h 48m. 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 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: SkyWest Airlines (100%), Air Canada (100%), United Airlines (100%).

  • 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$ 138). Flying from Nova Scotia to Chicago in August is currently the most expensive (average of C$ 607). 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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Victoria to St. Louis flights
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Victoria to Midway flights
Kelowna to O'Hare Intl flights
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Hamilton to O'Hare Intl flights
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Fort McMurray to O'Hare Intl flights
Calgary to St. Louis flights
St. John's to O'Hare Intl flights
Halifax to Peoria flights
Region of Waterloo Intl to O'Hare Intl flights
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Regina to O'Hare Intl flights

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 23 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 225AverageC$ 400FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 334AverageC$ 568FlexibilityNo 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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