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Cheap flights from Nova Scotia to Chicago from C$ 257

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 30/4. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
3 Mar — 10 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 1 February 2026.

Fri 10/77:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Sun 19/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 362
Tue 14/77:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Sun 19/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 380
Thu 9/78:00 a.m.
YHZ
-
MDW
2 stops10h 50m
Porter Airlines
Wed 15/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 383
Fri 10/77:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Sat 18/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 395
Thu 9/78:00 a.m.
YHZ
-
MDW
2 stops10h 50m
Porter Airlines
Mon 20/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 415
Wed 8/77:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Wed 15/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 422
Tue 14/78:00 a.m.
YHZ
-
MDW
2 stops10h 50m
Porter Airlines
Wed 15/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 423
Mon 20/47:00 a.m.
YHZ
-
MDW
2 stops10h 20m
Porter Airlines
Tue 21/411:00 a.m.
MDW
-
YHZ
1 stop7h 05m
Porter Airlines
Deal found 31/1C$ 429
Wed 8/77:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Porter Airlines
Sat 18/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 455
Tue 14/78:00 a.m.
YHZ
-
MDW
2 stops10h 50m
Porter Airlines
Sat 18/710:25 a.m.
MDW
-
YHZ
2 stops11h 09m
Porter Airlines
Deal found 1/2C$ 458
Fri 1/57:00 a.m.
YHZ
-
MDW
2 stops11h 50m
Multiple Airlines
Mon 4/510:25 a.m.
MDW
-
YHZ
1 stop9h 50m
Multiple Airlines
Deal found 31/1C$ 467
Tue 24/37:00 a.m.
YHZ
-
ORD
2 stops11h 56m
Multiple Airlines
Wed 1/412:45 p.m.
ORD
-
YHZ
1 stop26h 53m
Multiple Airlines
Deal found 30/1C$ 487

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 1 February 2026.

Round-trip from

C$ 362

One-way from

C$ 257

Popular in

January

Cheapest in

September

Average price

C$ 410

Good round-trip deal

C$ 742 or less
Porter Airlines
  • Porter Airlines
  • 10/7-19/7
  • 4 total stops
  • 22h 59m total
  • Nova Scotia to Chicago
Search Deals
WestJet
  • WestJet
  • 30/4
  • 1 total stop
  • 10h 55m total
  • Nova Scotia to Chicago
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 44 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

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 1 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

Tue 14/7

7:00 a.m.-4:50 p.m.

2 stops11h 50m

Chicago Midway

Sun 19/7

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

2 stops11h 09m

C$ 380

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Wed 15/7

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

2 stops11h 09m

C$ 383

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Thu 16/7

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

2 stops11h 09m

C$ 383

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Sun 19/7

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

2 stops11h 09m

C$ 383

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 10/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Wed 15/7

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

2 stops11h 09m

C$ 383

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Thu 9/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Mon 20/7

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

2 stops11h 09m

C$ 415

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 20/4

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

2 stops10h 20m

Chicago Midway

Tue 21/4

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

2 stops10h 54m

C$ 429

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Wed 8/7

7:00 a.m.-4:50 p.m.

2 stops11h 50m

Chicago Midway

Sat 18/7

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

2 stops11h 09m

C$ 455

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Tue 14/7

8:00 a.m.-4:50 p.m.

2 stops10h 50m

Chicago Midway

Mon 20/7

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

2 stops11h 09m

C$ 458

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Tue 17/3

1:20 p.m.-12:22 a.m.

2 stops13h 02m

Chicago O'Hare Intl

Tue 24/3

6:01 p.m.-5:38 p.m.

2 stops21h 37m

C$ 594

Flights are sorted by cheapest round-trip flights first.

Deals found on 31/1

Showing 1-10 of 36 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$ 136). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 652). 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 and Air Canada fly from Nova Scotia to Chicago in about 5h 38m. The time it takes to get you to your destination can typically vary by up to 6h 12m. The distance between Nova Scotia and Chicago is about 1802 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$ 1,694, our data indicates the cheapest price to be C$ 640. The most popular route (Halifax Intl - Chicago O'Hare Intl), is priced around C$ 599.

  • 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$ 136). Flying from Nova Scotia to Chicago in January is currently the most expensive (average of C$ 652). 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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Québec City to Midway flights
Region of Waterloo Intl to O'Hare Intl flights
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St. John's to O'Hare Intl flights
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Victoria to St. Louis flights
St John to O'Hare Intl flights
Fort McMurray to O'Hare Intl flights
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Regina to O'Hare Intl flights
Sudbury to O'Hare Intl flights
Saskatoon to St. Louis flights
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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 1 February 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 222AverageC$ 259FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 282AverageC$ 571FlexibilityNo 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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