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Cheap flights from Nova Scotia to Chicago from $180

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Nova Scotia to Chicago departing on 10/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Nova Scotia to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:35 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 55m1 stop Montreal Pierre Elliott Trudeau Intl
$311Air Canada
Wed, Sep 16 - Wed, Sep 23
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
11:05 am - 7:10 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$313Air Canada
Tue, Sep 22 - Wed, Sep 30
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:35 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 55m1 stop Montreal Pierre Elliott Trudeau Intl
$318Air Canada
Fri, Sep 25 - Tue, Sep 29
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:35 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 55m1 stop Montreal Pierre Elliott Trudeau Intl
$318Air Canada
Fri, Sep 25 - Tue, Sep 29
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:40 pm - 12:35 amORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 55m1 stop Montreal Pierre Elliott Trudeau Intl
$324Air Canada
Sat, Sep 19 - Sat, Sep 26
Porter Airlines Logo
7:00 am - 2:35 pmYHZ  Halifax Intl-MDW Chicago Midway
9h 35m2 stops Ottawa Toronto Island
Porter Airlines Logo
3:20 pm - 11:44 pmMDW  Chicago Midway-YHZ Halifax Intl
6h 24m2 stops Toronto Island Ottawa
$326Porter Airlines
Fri, Sep 25 - Mon, Oct 5
Air Canada Logo
6:05 am - 11:07 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 am - 3:55 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 50m1 stop Montreal Pierre Elliott Trudeau Intl
$327Air Canada
Wed, Nov 25 - Tue, Dec 1
Air Canada Logo
11:25 am - 2:52 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 27m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
7:05 am - 3:55 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
6h 50m1 stop Montreal Pierre Elliott Trudeau Intl
$327Air Canada
Tue, Nov 24 - Tue, Dec 1
Air Canada Logo
6:25 am - 10:15 amYHZ  Halifax Intl-ORD Chicago O'Hare Intl
5h 50m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:45 am - 4:02 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
5h 17m1 stop Montreal Pierre Elliott Trudeau Intl
$328Air Canada
Sat, Sep 26 - Sat, Oct 3
Porter Airlines Logo
6:40 am - 5:30 pmYHZ  Halifax Intl-ORD Chicago O'Hare Intl
12h 50m2 stops Ottawa Toronto Island
Porter Airlines Logo
11:45 am - 11:45 pmORD  Chicago O'Hare Intl-YHZ Halifax Intl
10h 00m2 stops Toronto Island Ottawa
$329Porter Airlines
Tue, Nov 24 - Tue, Dec 1

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Porter Airlines flights from Nova Scotia to Chicago

Our best Porter Airlines deals on Nova Scotia to Chicago flight tickets
Porter Airlines
Sep 25
YHZ7:00 amHalifax Intl
9h 35m
2 stops
MDW2:35 pmChicago Midway
Oct 5
MDW3:20 pmChicago Midway
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
$326
Porter Airlines
Nov 23
YHZ6:40 amHalifax Intl
12h 50m
2 stops
ORD5:30 pmChicago O'Hare Intl
Dec 1
ORD11:45 amChicago O'Hare Intl
10h 00m
2 stops
YHZ11:45 pmHalifax Intl
$339
Porter Airlines
Aug 28
YHZ8:00 amHalifax Intl
8h 35m
1 stop
MDW2:35 pmChicago Midway
Sep 1
MDW3:20 pmChicago Midway
6h 24m
2 stops
YHZ11:44 pmHalifax Intl
$357

Air Canada flights from Nova Scotia to Chicago

Our best Air Canada deals on Nova Scotia to Chicago flight tickets
Air Canada
Sep 16
YHZ6:25 amHalifax Intl
5h 50m
1 stop
ORD10:15 amChicago O'Hare Intl
Sep 23
ORD3:40 pmChicago O'Hare Intl
6h 55m
1 stop
YHZ12:35 amHalifax Intl
$311
Air Canada
Sep 22
YHZ6:25 amHalifax Intl
5h 50m
1 stop
ORD10:15 amChicago O'Hare Intl
Sep 30
ORD11:05 amChicago O'Hare Intl
6h 05m
1 stop
YHZ7:10 pmHalifax Intl
$313
Air Canada
Sep 25
YHZ6:25 amHalifax Intl
5h 50m
1 stop
ORD10:15 amChicago O'Hare Intl
Sep 29
ORD3:40 pmChicago O'Hare Intl
6h 55m
1 stop
YHZ12:35 amHalifax Intl
$318

momondo 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, momondo users made 832,500 searches. Data last updated August 8, 2026.
Use the filters below to find and compare flights from Nova Scotia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 9/16

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Wed 9/23

3:40 pm-12:35 am

1 stop6h 55m

$311

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 9/22

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Wed 9/30

11:05 am-7:10 pm

1 stop6h 05m

$313

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Fri 9/25

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Tue 9/29

3:40 pm-12:35 am

1 stop6h 55m

$318

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Fri 9/25

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Tue 9/29

3:40 pm-12:35 am

1 stop6h 55m

$318

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 9/19

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Sat 9/26

3:40 pm-12:35 am

1 stop6h 55m

$324

HalifaxChicago

YHZ Halifax Intl - MDW Chicago Midway

YHZMDW

Halifax Intl

Fri 9/25

7:00 am-2:35 pm

2 stops9h 35m

Chicago Midway

Mon 10/5

3:20 pm-11:44 pm

2 stops6h 24m

$326

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Wed 11/25

6:05 am-11:07 am

1 stop7h 02m

Chicago O'Hare Intl

Tue 12/1

7:05 am-3:55 pm

1 stop6h 50m

$327

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 11/24

11:25 am-2:52 pm

1 stop5h 27m

Chicago O'Hare Intl

Tue 12/1

7:05 am-3:55 pm

1 stop6h 50m

$327
Quickest round-trip

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Sat 9/26

6:25 am-10:15 am

1 stop5h 50m

Chicago O'Hare Intl

Sat 10/3

8:45 am-4:02 pm

1 stop5h 17m

$328

HalifaxChicago

YHZ Halifax Intl - ORD Chicago O'Hare Intl

YHZORD

Halifax Intl

Tue 11/24

6:40 am-5:30 pm

2 stops12h 50m

Chicago O'Hare Intl

Tue 12/1

11:45 am-11:45 pm

2 stops10h 00m

$329

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Nova Scotia to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Nova Scotia, with most prices found around $266. If you’re not able to fly to Chicago in September, then December is your next best option. Flight prices from Nova Scotia to Chicago during December average around $288.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $377. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Nova Scotia to Chicago for around $715.

What is the cheapest Nova Scotia to Chicago flight route?

Fly from Halifax Intl to Chicago O'Hare Intl for the best Nova Scotia - Chicago flight prices

What cabin class options are available on Nova Scotia to Chicago flights?

There are 2 cabin classes available to choose from on Nova Scotia to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Nova Scotia to Chicago flights?

You could potentially save up to 45% on your flight if you consider stops on a Nova Scotia to Chicago flight.

Cheap Nova Scotia to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Nova Scotia to Chicago

Best Price Found

$299

Fastest flight time

3h 45m

Direct flights

Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Nova Scotia in the past 72 hours is $299. The best round-trip flight deal from Nova Scotia to Chicago found on momondo in the last 72 hours is $361.
The fastest flight from Nova Scotia to Chicago takes 3h 45m
Direct flights go from Nova Scotia to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Nova Scotia there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Nova Scotia to Chicago

  • When did momondo last update prices for flights from Nova Scotia to Chicago?

    Prices for flights from Nova Scotia to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Nova Scotia to Chicago?

  • How old do you have to be to fly from Nova Scotia to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Nova Scotia to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Nova Scotia to Chicago?

Best airlines flying from Nova Scotia to Chicago

Compare and see reviews for airlines that fly from Nova Scotia to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom $182Free CancellationRating
7.1
11,450 reviews
Search Air Canada flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Nova Scotia to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Nova Scotia.

Can I find flights from Nova Scotia to Chicago with flexible booking policies on momondo?

Flights from Nova Scotia to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Nova Scotia to Chicago?

momondo helps you find the best flight between Nova Scotia and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Nova Scotia to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Nova Scotia are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport