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Cheap flights from Nova Scotia to Chicago from C$ 239

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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
21 Mar — 28 Mar1
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 19 February 2026.

Sat 4/47:00 a.m.
YHZ
-
MDW
2 stops6h 50m
Porter Airlines
Mon 20/411:00 a.m.
MDW
-
YHZ
2 stops10h 54m
Porter Airlines
Deal found 16/2C$ 368
Thu 10/97:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Tue 15/910:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 17/2C$ 385
Thu 9/46:35 p.m.
YHZ
-
MDW
1 stop22h 45m
Multiple Airlines
Wed 15/411:00 a.m.
MDW
-
YHZ
1 stop22h 00m
Multiple Airlines
Deal found 17/2C$ 433
Mon 11/511:30 a.m.
YHZ
-
MDW
2 stops7h 20m
Porter Airlines
Wed 20/510:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 18/2C$ 436
Wed 18/310:40 p.m.
YHZ
-
MDW
1 stop13h 25m
Multiple Airlines
Wed 25/311:00 a.m.
MDW
-
YHZ
1 stop8h 55m
Multiple Airlines
Deal found 17/2C$ 451
Mon 16/310:40 p.m.
YHZ
-
MDW
1 stop13h 25m
Multiple Airlines
Wed 25/311:00 a.m.
MDW
-
YHZ
1 stop21h 50m
Multiple Airlines
Deal found 17/2C$ 456
Thu 5/36:40 p.m.
YHZ
-
MDW
1 stop17h 25m
Porter Airlines
Thu 12/311:00 a.m.
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 17/2C$ 458
Thu 18/63:30 p.m.
YHZ
-
ORD
1 stop5h 11m
WestJet
Thu 25/61:35 p.m.
ORD
-
YHZ
1 stop6h 10m
WestJet
Deal found 17/2C$ 458
Mon 16/31:10 p.m.
YHZ
-
ORD
1 stop8h 07m
Multiple Airlines
Wed 25/38:00 a.m.
ORD
-
YHZ
1 stop11h 55m
Multiple Airlines
Deal found 17/2C$ 465
Thu 10/93:30 p.m.
YHZ
-
ORD
1 stop19h 54m
WestJet
Tue 15/97:35 p.m.
ORD
-
YHZ
1 stop24h 10m
WestJet
Deal found 17/2C$ 466
Fri 19/63:30 p.m.
YHZ
-
ORD
1 stop5h 11m
WestJet
Mon 22/67:35 p.m.
ORD
-
YHZ
1 stop24h 10m
WestJet
Deal found 17/2C$ 467
Mon 11/511:00 p.m.
YHZ
-
MDW
1 stop12h 40m
Multiple Airlines
Wed 20/510:25 a.m.
MDW
-
YHZ
1 stop9h 00m
Multiple Airlines
Deal found 18/2C$ 471

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 19 February 2026.

Round-trip from

C$ 368

One-way from

C$ 239

Popular in

January

Cheapest in

September

Average price

C$ 454

Good round-trip deal

C$ 465 or less

Good one-way deal

C$ 1,169 or less
Porter Airlines
  • Porter Airlines
  • 4/4-20/4
  • 4 total stops
  • 17h 44m total
  • Nova Scotia to Chicago
Search Deals
15/4
  • 15/4
  • 2 total stops
  • 28h 35m total
  • Nova Scotia to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 47 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Nova Scotia to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Nova Scotia to Chicago (CHI).
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 19 February 2026.
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

Sat 4/4

7:00 a.m.-11:50 a.m.

2 stops6h 50m

Chicago Midway

Mon 20/4

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

2 stops10h 54m

C$ 368

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/4

6:35 p.m.-3:20 p.m.

1 stop22h 45m

Chicago Midway

Wed 15/4

11:00 a.m.-11:00 a.m.

1 stop22h 00m

C$ 433

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 11/5

11:30 a.m.-4:50 p.m.

2 stops7h 20m

Chicago Midway

Wed 20/5

10:25 a.m.-11:34 p.m.

2 stops11h 09m

C$ 436

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 18/3

10:40 p.m.-10:05 a.m.

1 stop13h 25m

Chicago Midway

Wed 25/3

11:00 a.m.-9:55 p.m.

1 stop8h 55m

C$ 451

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 16/3

10:40 p.m.-10:05 a.m.

1 stop13h 25m

Chicago Midway

Wed 25/3

11:00 a.m.-10:50 a.m.

1 stop21h 50m

C$ 456

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Thu 18/6

3:30 p.m.-6:41 p.m.

1 stop5h 11m

Chicago O'Hare Intl

Thu 25/6

1:35 p.m.-9:45 p.m.

1 stop6h 10m

C$ 459

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 19/6

3:30 p.m.-9:24 a.m.

1 stop19h 54m

Chicago O'Hare Intl

Mon 22/6

7:35 p.m.-9:45 p.m.

1 stop24h 10m

C$ 459

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 16/3

1:10 p.m.-7:17 p.m.

1 stop8h 07m

Chicago O'Hare Intl

Wed 25/3

8:00 a.m.-9:55 p.m.

1 stop11h 55m

C$ 465

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Mon 23/3

6:30 a.m.-5:48 p.m.

1 stop13h 18m

Chicago O'Hare Intl

Mon 30/3

3:35 p.m.-10:50 a.m.

2 stops17h 15m

C$ 465

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 11/5

11:00 p.m.-9:40 a.m.

1 stop12h 40m

Chicago Midway

Wed 20/5

10:25 a.m.-9:25 p.m.

1 stop9h 00m

C$ 471

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/2

Showing 1-10 of 55 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$ 134). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 655). 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.

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, WestJet, and Air Canada fly from Nova Scotia to Chicago in about 5h 11m. The time it takes to get you to your destination can typically vary by up to 1h 39m. The distance between Nova Scotia and Chicago is about 1988 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 Saint John - Chicago O'Hare Intl when deciding on the best route from Nova Scotia to Chicago.

  • 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 C$ 973, our data indicates the cheapest price to be C$ 465. The most popular route (Halifax Intl - Chicago O'Hare Intl), is priced around C$ 465.

  • 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$ 134). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 655). 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 19 February 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 223AverageC$ 223FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 283AverageC$ 575FlexibilityNo 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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