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£127 Cheap Flights from Chicago (ORD) to Hyannis (HYA)

View £127 flight on Wed, 19 Aug 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Hyannis, MA (HYA-Barnstable Municipal)

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Cheap Flights from Chicago (ORD) to Hyannis (HYA)

Prices were available within the past 7 days and start at £127 for one-way flights and £172 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
ORD
Chicago
HYA
Hyannis
£172 Return, found 3 days ago
£172
Return
found 3 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Chicago to Hyannis, returning Wed, 26 Aug, priced at £172 found 3 days ago
JetBlue Airways
Sat, 29 Aug - Mon, 31 Aug
ORD
Chicago
HYA
Hyannis
£219 Return, found 1 day ago
£219
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 29 Aug from Chicago to Hyannis, returning Mon, 31 Aug, priced at £219 found 1 day ago
JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
ORD
Chicago
HYA
Hyannis
£220 Return, found 3 days ago
£220
Return
found 3 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Chicago to Hyannis, returning Wed, 26 Aug, priced at £220 found 3 days ago
JetBlue Airways
Sat, 29 Aug - Mon, 31 Aug
ORD
Chicago
HYA
Hyannis
£240 Return, found 1 day ago
£240
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 29 Aug from Chicago to Hyannis, returning Mon, 31 Aug, priced at £240 found 1 day ago
JetBlue Airways
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
HYA
Hyannis
£252 Return, found 3 days ago
£252
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 17 Aug from Chicago to Hyannis, returning Mon, 24 Aug, priced at £252 found 3 days ago
JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
ORD
Chicago
HYA
Hyannis
£253 Return, found 3 days ago
£253
Return
found 3 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Chicago to Hyannis, returning Wed, 26 Aug, priced at £253 found 3 days ago
JetBlue Airways
Sat, 15 Aug - Sat, 22 Aug
ORD
Chicago
HYA
Hyannis
£294 Return, found 3 days ago
£294
Return
found 3 days ago
Select JetBlue Airways flight, departing Sat, 15 Aug from Chicago to Hyannis, returning Sat, 22 Aug, priced at £294 found 3 days ago
JetBlue Airways
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
HYA
Hyannis
£306 Return, found 3 days ago
£306
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 17 Aug from Chicago to Hyannis, returning Mon, 24 Aug, priced at £306 found 3 days ago
JetBlue Airways
Sun, 16 Aug - Sun, 23 Aug
ORD
Chicago
HYA
Hyannis
£330 Return, found 3 days ago
£330
Return
found 3 days ago
Select JetBlue Airways flight, departing Sun, 16 Aug from Chicago to Hyannis, returning Sun, 23 Aug, priced at £330 found 3 days ago
JetBlue Airways
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
HYA
Hyannis
£332 Return, found 3 days ago
£332
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 17 Aug from Chicago to Hyannis, returning Mon, 24 Aug, priced at £332 found 3 days ago
JetBlue Airways
Sat, 15 Aug - Sat, 22 Aug
ORD
Chicago
HYA
Hyannis
£333 Return, found 3 days ago
£333
Return
found 3 days ago
Select JetBlue Airways flight, departing Sat, 15 Aug from Chicago to Hyannis, returning Sat, 22 Aug, priced at £333 found 3 days ago
JetBlue Airways
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
HYA
Hyannis
£345 Return, found 3 days ago
£345
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 17 Aug from Chicago to Hyannis, returning Mon, 24 Aug, priced at £345 found 3 days ago
JetBlue Airways
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
HYA
Hyannis
£392 Return, found 3 days ago
£392
Return
found 3 days ago
Select JetBlue Airways flight, departing Mon, 17 Aug from Chicago to Hyannis, returning Mon, 24 Aug, priced at £392 found 3 days ago
JetBlue Airways
Fri, 14 Aug - Fri, 21 Aug
ORD
Chicago
HYA
Hyannis
£398 Return, found 3 days ago
£398
Return
found 3 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Chicago to Hyannis, returning Fri, 21 Aug, priced at £398 found 3 days ago
JetBlue Airways
Sat, 29 Aug - Mon, 31 Aug
ORD
Chicago
HYA
Hyannis
£407 Return, found 1 day ago
£407
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 29 Aug from Chicago to Hyannis, returning Mon, 31 Aug, priced at £407 found 1 day ago
JetBlue Airways
Sun, 16 Aug - Sun, 23 Aug
ORD
Chicago
HYA
Hyannis
£416 Return, found 3 days ago
£416
Return
found 3 days ago
Select JetBlue Airways flight, departing Sun, 16 Aug from Chicago to Hyannis, returning Sun, 23 Aug, priced at £416 found 3 days ago
JetBlue Airways
Sun, 16 Aug - Sun, 23 Aug
ORD
Chicago
HYA
Hyannis
£427 Return, found 3 days ago
£427
Return
found 3 days ago
Select JetBlue Airways flight, departing Sun, 16 Aug from Chicago to Hyannis, returning Sun, 23 Aug, priced at £427 found 3 days ago
JetBlue Airways
Sat, 29 Aug - Mon, 31 Aug
ORD
Chicago
HYA
Hyannis
£431 Return, found 1 day ago
£431
Return
found 1 day ago
Select JetBlue Airways flight, departing Sat, 29 Aug from Chicago to Hyannis, returning Mon, 31 Aug, priced at £431 found 1 day ago

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) cost?
You can find one-way and return flights from ORD to HYA with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to HYA ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
The cheapest months to fly from ORD to HYA are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
Only one airline offers direct flights from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal Airport (HYA). American Airlines operates 7 direct flights from ORD to HYA every week.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
American Airlines is one of the cheapest airlines offering nonstop return flights from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal Airport (HYA), with tickets starting from around £348 for flights that can be booked for departure within the next year. JetBlue Airways offers one of the cheapest connecting return flights from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal Airport (HYA), with tickets starting from around £384. These prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
While direct flights from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) are very rare, you'll find around 29 connecting flights per day. This gives you plenty of options to reach your destination. Some common connection points include Logan Intl. (BOS), Liberty Intl. (EWR), and John F. Kennedy Intl. (JFK).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
The earliest flight from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal (HYA) typically departs around 5:00 AM. This service is operated by American Airlines and is seasonal, active only in August. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
You'll typically find the most flights from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal (HYA) on a Sunday, with around 17 flights available. This gives you a good selection of options for your journey. Major airlines on this route include United, American Airlines, and JetBlue Airways. Notably, there are more flight options on Sundays compared to other days of the week.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) are in the early morning, between 6am and 9am. Many major carriers, including American Airlines, United and JetBlue Airways, offer flights during this window. Many travellers prefer these early flights as they allow you to arrive at your destination with plenty of time to start your day.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
A non-stop flight from Chicago O'Hare International Airport (ORD) to Hyannis Barnstable Municipal (HYA) typically takes around 2 hours 48 minutes, covering a distance of about 1,458 kilometers. If you opt for a one-stop flight, the journey will take longer, usually around 5 hours 48 minutes. Flights with two or more stops will extend your travel time even further, to about 8 hours. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
You can fly first class between ORD and HYA. First class cabins are available on American Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Hyannis, MA (HYA) from Chicago, IL (ORD)?
If you're planning to travel to Hyannis from O'Hare Intl. (ORD), you can fly directly into Barnstable Municipal (HYA) which offers domestic flights and connections. Some flights may connect through major hubs like Logan Intl. (BOS), Liberty Intl. (EWR), or Nashville Intl. (BNA) before reaching Hyannis. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Hyannis, MA (HYA-Barnstable Municipal) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Barnstable Municipal
Return price
£171
Distance
1449 km
Average flight time
2 hours 50 mins

Book with confidence

Compare flights from Chicago to Hyannis easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Hyannis. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Barnstable Municipal in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Barnstable Municipal.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Barnstable Municipal (HYA)

The easiest way to view the best deals on flights from Chicago to Hyannis today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Barnstable Municipal start at just £172 and range up to £431.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Hyannis
  • booking your flight during August, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Hyannis flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Barnstable Municipal for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Chicago to Hyannis easily and book with confidence

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*Available to Expedia members.