$155 Cheap Flights from Halifax (YHZ) to Chicago (ORD)

View $155 flight on Wed, Jun 25, 2025Opens in a new window

Popular airlines from Stanfield Intl. Airport (YHZ) to Chicago O'Hare Intl. Airport (ORD)

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Find available prices by choosing your travel dates.

Cheap Flights from Halifax to Chicago (YHZ-ORD)

Prices were available within the past 7 days and start at $155 for one-way flights and $257 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Sep 9 - Tue, Sep 23
YHZ
Halifax
ORD
Chicago
$257 Roundtrip, just found
$257
Roundtrip
just found
Select Delta flight, departing Tue, Sep 9 from Halifax to Chicago, returning Tue, Sep 23, priced at $257 just found
Delta
Tue, Jun 10 - Tue, Jun 17
YHZ
Halifax
ORD
Chicago
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 10 from Halifax to Chicago, returning Tue, Jun 17, priced at $282 found 1 day ago
United
Wed, Jul 9 - Thu, Jul 17
YHZ
Halifax
ORD
Chicago
$284 Roundtrip, found 6 days ago
$284
Roundtrip
found 6 days ago
Select United flight, departing Wed, Jul 9 from Halifax to Chicago, returning Thu, Jul 17, priced at $284 found 6 days ago
United
Sat, May 24 - Sat, Jun 14
YHZ
Halifax
ORD
Chicago
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select United flight, departing Sat, May 24 from Halifax to Chicago, returning Sat, Jun 14, priced at $287 found 1 day ago
United
Sat, May 24 - Sat, Jun 7
YHZ
Halifax
ORD
Chicago
$288 Roundtrip, found 10 hours ago
$288
Roundtrip
found 10 hours ago
Select United flight, departing Sat, May 24 from Halifax to Chicago, returning Sat, Jun 7, priced at $288 found 10 hours ago
Air Canada
Wed, Jun 4 - Sat, Jun 14
YHZ
Halifax
ORD
Chicago
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Jun 4 from Halifax to Chicago, returning Sat, Jun 14, priced at $292 found 1 day ago
Air Canada
Sun, Jun 8 - Sat, Jun 28
YHZ
Halifax
ORD
Chicago
$293 Roundtrip, just found
$293
Roundtrip
just found
Select Air Canada flight, departing Sun, Jun 8 from Halifax to Chicago, returning Sat, Jun 28, priced at $293 just found
United
Sat, May 24 - Thu, Jun 12
YHZ
Halifax
ORD
Chicago
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select United flight, departing Sat, May 24 from Halifax to Chicago, returning Thu, Jun 12, priced at $293 found 1 day ago
American Airlines
Tue, Jun 10 - Tue, Jun 24
YHZ
Halifax
ORD
Chicago
$320 Roundtrip, found 3 hours ago
$320
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Jun 10 from Halifax to Chicago, returning Tue, Jun 24, priced at $320 found 3 hours ago
JetBlue Airways
Tue, Oct 7 - Tue, Oct 21
YHZ
Halifax
ORD
Chicago
$381 Roundtrip, found 1 day ago
$381
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 7 from Halifax to Chicago, returning Tue, Oct 21, priced at $381 found 1 day ago
Flights from Halifax (YHZ) to Chicago (ORD)
Origin airport
Stanfield Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, American Airlines, Delta, United, WestJet
Roundtrip price
$256
Distance
1235 mi

Halifax to Chicago Flights

The cheapest times to fly from Halifax to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Halifax to Chicago are during the month of September. You can find some of the cheapest flights from Halifax to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Halifax to Chicago

Sunday is one of the best days to book for cheap flights from Halifax to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Halifax to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Halifax to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $155 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Halifax to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Halifax to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Stanfield Intl. Airport (YHZ) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from YHZ to ORD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from YHZ to ORD?
The cheapest flights from YHZ to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from YHZ to ORD?
With fares starting at $485 for a one-way journey from YHZ to ORD, United is currently the cheapest carrier operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from YHZ on May 31 2025. Prices were last updated on April 23 2025 and have not changed since.
How many flights per day from Stanfield Intl. Airport (YHZ) to O'Hare Intl. Airport (ORD)?
You’ll need to catch a flight with a layover if you’re traveling from Stanfield Intl. Airport (YHZ) to O’Hare Intl. Airport (ORD). Direct flights don’t operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from YHZ to ORD?
Usually you’ll find the most flight options available on a Friday. Tuesdays tend to be the quietest.* However, this can vary depending on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from YHZ to ORD?
United Airlines has the best track record for on-time direct flights from Stanfield Intl. Airport (YHZ) to O’Hare Intl. Airport (ORD), with an on-time score of 91%. Use the Expedia App to look up your flight status before you go and get notified of any trip changes.
What is the best time to fly from Stanfield Intl. Airport (YHZ) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Stanfield Intl. Airport (YHZ) to O’Hare Intl. Airport (ORD) route, aim to travel before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Stanfield Intl. Airport (YHZ) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a ticket from YHZ to ORD generally means paying more. Although you may find some last-minute offers, they’re not always guaranteed. Keep your travel schedule open to maximize your chances of landing a bargain.
Is it cheaper to book a YHZ to ORD flight and hotel package?
You’ll typically save money by securing a YHZ to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it’s easy to manage everything in one convenient place. After choosing your preferred flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Stanfield Intl. Airport (YHZ) to O'Hare Intl. Airport (ORD)?
Generally, it’s possible to cancel or reschedule your YHZ to ORD flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline’s policies in your itinerary to see what changes are possible and whether any costs are involved. You’ll also find more information on our Customer Service portal.

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*Available to One Key members.