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Cheap flights from Nova Scotia to Chicago from C$ 246

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
YHZ — CHI
3 Feb — 10 Feb1
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 4 January 2026.

Sun 1/26:40 a.m.YHZ - MDW
2 stops10h 40mPorter Airlines
Sun 8/211:00 a.m.MDW - YHZ
1 stop7h 10mPorter Airlines
Deal found 3/1C$ 354
Mon 20/48:25 a.m.YHZ - MDW
2 stops8h 55mPorter Airlines
Tue 21/411:00 a.m.MDW - YHZ
2 stops10h 54mPorter Airlines
Deal found 3/1C$ 397
Sun 1/26:00 a.m.YHZ - MDW
1 stop11h 20mMultiple Airlines
Sun 8/24:15 p.m.MDW - YHZ
1 stop16h 35mMultiple Airlines
Deal found 3/1C$ 445
Fri 6/28:45 a.m.YHZ - ORD
1 stop12h 56mMultiple Airlines
Wed 11/25:32 p.m.ORD - YHZ
2 stops39h 18mMultiple Airlines
Deal found 2/1C$ 457
Fri 30/110:40 p.m.YHZ - MDW
1 stop15h 10mMultiple Airlines
Mon 2/211:00 a.m.MDW - YHZ
1 stop7h 10mMultiple Airlines
Deal found 3/1C$ 460
Fri 30/110:40 p.m.YHZ - MDW
2 stops12h 12mMultiple Airlines
Sun 1/24:15 p.m.MDW - YHZ
1 stop16h 35mMultiple Airlines
Deal found 2/1C$ 471
Fri 30/18:30 a.m.YHZ - ORD
3 stops17h 16mMultiple Airlines
Sun 1/28:43 p.m.ORD - YHZ
2 stops18h 48mMultiple Airlines
Deal found 3/1C$ 552
Sun 1/28:45 a.m.YHZ - ORD
1 stop27h 56mMultiple Airlines
Sun 8/24:38 p.m.ORD - YHZ
2 stops40h 12mMultiple Airlines
Deal found 3/1C$ 566
Fri 30/18:30 a.m.YHZ - ORD
3 stops17h 16mMultiple Airlines
Mon 2/28:43 p.m.ORD - YHZ
3 stops25h 15mMultiple Airlines
Deal found 3/1C$ 573
Fri 30/16:00 a.m.YHZ - ORD
2 stops12h 30mWestJet
Sun 1/25:25 p.m.ORD - YHZ
2 stops30h 16mWestJet
Deal found 3/1C$ 607
Wed 21/16:00 a.m.YHZ - ORD
2 stops17h 03mMultiple Airlines
Fri 23/112:44 p.m.ORD - YHZ
1 stop26h 47mMultiple Airlines
Deal found 3/1C$ 618
Sun 15/25:50 a.m.YQM - ORD
2 stops11h 20mAir Canada
Thu 19/28:00 a.m.ORD - YQM
2 stops10h 31mAir Canada
Deal found 3/1C$ 702

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 4 January 2026.

Round-trip from

C$ 354

One-way from

C$ 246

Popular in

January

Cheapest in

September

Average price

C$ 759
Porter Airlines
  • Porter Airlines
  • 1/2-8/2
  • 3 total stops
  • 17h 50m total
  • Nova Scotia to Chicago
Search Deals
5/2
  • 5/2
  • 1 total stop
  • 27h 50m total
  • Nova Scotia to Chicago
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 4 January 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

Sun 1/2

6:40 a.m.-3:20 p.m.

2 stops10h 40m

Chicago Midway

Sun 8/2

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

1 stop7h 10m

C$ 354

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Mon 20/4

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

2 stops8h 55m

Chicago Midway

Tue 21/4

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

2 stops10h 54m

C$ 397

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Sun 1/2

6:00 a.m.-3:20 p.m.

1 stop11h 20m

Chicago Midway

Sun 8/2

4:15 p.m.-10:50 a.m.

1 stop16h 35m

C$ 445

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 6/2

8:45 a.m.-7:41 p.m.

1 stop12h 56m

Chicago O'Hare Intl

Wed 11/2

5:32 p.m.-10:50 a.m.

2 stops39h 18m

C$ 457

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 30/1

10:40 p.m.-8:52 a.m.

2 stops12h 12m

Chicago Midway

Mon 2/2

11:05 a.m.-10:50 a.m.

1 stop21h 45m

C$ 471

HalifaxChicago

YHZ - MDW

YHZMDW

Halifax Intl

Fri 30/1

10:40 p.m.-8:52 a.m.

2 stops12h 12m

Chicago Midway

Sun 1/2

4:15 p.m.-10:50 a.m.

1 stop16h 35m

C$ 471

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 30/1

8:30 a.m.-11:46 p.m.

3 stops17h 16m

Chicago O'Hare Intl

Sun 1/2

8:43 p.m.-5:31 p.m.

2 stops18h 48m

C$ 552

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Sun 1/2

8:45 a.m.-10:41 a.m.

1 stop27h 56m

Chicago O'Hare Intl

Sun 8/2

4:38 p.m.-10:50 a.m.

2 stops40h 12m

C$ 566

MonctonChicago

YQM - ORD

YQMORD

Moncton Intl

Thu 19/2

11:35 a.m.-2:55 p.m.

1 stop5h 20m

Chicago O'Hare Intl

Thu 26/2

7:25 a.m.-8:31 p.m.

1 stop11h 06m

C$ 577

HalifaxChicago

YHZ - ORD

YHZORD

Halifax Intl

Fri 30/1

6:00 a.m.-4:30 p.m.

2 stops12h 30m

Chicago O'Hare Intl

Sun 1/2

5:25 p.m.-1:41 a.m.

2 stops30h 16m

C$ 607

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 31 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$ 137). Flying from Nova Scotia to Chicago in February is currently the most expensive (average of C$ 700). 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?

    Airlines like Porter Airlines and Air Canada fly from Nova Scotia to Chicago in about 5h 20m. The time it takes to get you to your destination can typically vary by up to 5h 20m. 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.

  • 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$ 137). Flying from Nova Scotia to Chicago in February is currently the most expensive (average of C$ 700). 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 4 January 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 224AverageC$ 398FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 333AverageC$ 570FlexibilityNo 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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