$297 Cheap Flights from Plattsburgh (PBG) to Chicago (ORD)

View $297 flight on Thu, Aug 7, 2025Opens in a new window

Popular airlines from Plattsburgh, NY (PBG-Plattsburgh Intl.) to Chicago O'Hare Intl. Airport (ORD)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Plattsburgh to Chicago (PBG-ORD)

Prices were available within the past 7 days and start at $297 for one-way flights and $336 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Tue, Oct 7 - Tue, Oct 14
PBG
Plattsburgh
ORD
Chicago
$336 Roundtrip, found 6 days ago
$336
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Tue, Oct 7 from Plattsburgh to Chicago, returning Tue, Oct 14, priced at $336 found 6 days ago
Contour Airlines
Tue, Oct 7 - Fri, Oct 17
PBG
Plattsburgh
ORD
Chicago
$348 Roundtrip, found 6 days ago
$348
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Tue, Oct 7 from Plattsburgh to Chicago, returning Fri, Oct 17, priced at $348 found 6 days ago
Contour Airlines
Thu, Oct 9 - Tue, Oct 14
PBG
Plattsburgh
ORD
Chicago
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Oct 9 from Plattsburgh to Chicago, returning Tue, Oct 14, priced at $356 found 6 days ago
Contour Airlines
Thu, Oct 9 - Fri, Oct 17
PBG
Plattsburgh
ORD
Chicago
$368 Roundtrip, found 6 days ago
$368
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Oct 9 from Plattsburgh to Chicago, returning Fri, Oct 17, priced at $368 found 6 days ago
Contour Airlines
Thu, Oct 9 - Mon, Oct 20
PBG
Plattsburgh
ORD
Chicago
$376 Roundtrip, found 6 days ago
$376
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Thu, Oct 9 from Plattsburgh to Chicago, returning Mon, Oct 20, priced at $376 found 6 days ago
Contour Airlines
Sun, Oct 12 - Fri, Oct 17
PBG
Plattsburgh
ORD
Chicago
$380 Roundtrip, found 6 days ago
$380
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sun, Oct 12 from Plattsburgh to Chicago, returning Fri, Oct 17, priced at $380 found 6 days ago
Contour Airlines
Sun, Oct 12 - Mon, Oct 20
PBG
Plattsburgh
ORD
Chicago
$388 Roundtrip, found 6 days ago
$388
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sun, Oct 12 from Plattsburgh to Chicago, returning Mon, Oct 20, priced at $388 found 6 days ago
Contour Airlines
Sat, Oct 11 - Mon, Oct 20
PBG
Plattsburgh
ORD
Chicago
$396 Roundtrip, found 6 days ago
$396
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sat, Oct 11 from Plattsburgh to Chicago, returning Mon, Oct 20, priced at $396 found 6 days ago
Contour Airlines
Mon, Oct 13 - Tue, Oct 14
PBG
Plattsburgh
ORD
Chicago
$411 Roundtrip, found 6 days ago
$411
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Mon, Oct 13 from Plattsburgh to Chicago, returning Tue, Oct 14, priced at $411 found 6 days ago
Contour Airlines
Wed, Sep 10 - Fri, Sep 19
PBG
Plattsburgh
ORD
Chicago
$416 Roundtrip, found 3 days ago
$416
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Wed, Sep 10 from Plattsburgh to Chicago, returning Fri, Sep 19, priced at $416 found 3 days ago
Flights from Plattsburgh (PBG) to Chicago (ORD)
Origin airport
Plattsburgh Intl.
Destination airport
O'Hare Intl.
Roundtrip price
$336
Distance
748 mi

Plattsburgh to Chicago Flights

The cheapest times to fly from Plattsburgh 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 Plattsburgh to Chicago are during the month of October. You can find some of the cheapest flights from Plattsburgh to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Plattsburgh to Chicago

Sunday is one of the best days to book for cheap flights from Plattsburgh 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 Plattsburgh 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 Plattsburgh to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $297 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 Plattsburgh 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 Plattsburgh 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 Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from PBG 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 PBG to ORD?
The cheapest flights from PBG 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.
Which airlines fly direct from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD)?
While Plattsburgh, NY (PBG-Plattsburgh Intl.) doesn't have any direct flights to O'Hare Intl. Airport (ORD), other airports have nonstop options. Jetting off from Burlington Intl. Airport (BTV) will get you to Chicago without any layovers.
What is the cheapest airline that flies from PBG to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PBG to ORD. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD)?
You'll have to catch a flight with a layover when traveling from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from PBG to ORD?
Typically you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can vary based on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD)?
Book a flight from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**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 Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD) last-minute?
Booking your plane ticket from PBG to ORD right before your journey is typically more expensive. But if there's some wiggle room with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book a PBG to ORD flight and hotel package?
You'll generally save money by booking a PBG to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After selecting your ideal accommodations and flights, consider adding extras such as car rentals, activities and tours.
Can I cancel or change the date of my flight from Plattsburgh Intl. Airport (PBG) to O'Hare Intl. Airport (ORD)?
Typically, you're able to reschedule or cancel your PBG to ORD flight. However, there may be additional fees, especially if you booked over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need more information, head to our Customer Service portal.

Explore a world of travel with Expedia

Plattsburgh nearby Airports

Burlington

Burlington Intl. to Chicago
$184.97

Saranac Lake

Adirondack Regional to Chicago
$546.57
*Available to One Key members.