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O'Hare Intl

$107+ Cheap flights from Hyannis (HYA) to O'Hare Intl (ORD)

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
HYA — ORD
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
1 adult, Economy
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Cheap flight deals from Hyannis to O'Hare Intl

Cheapest flights from Hyannis to O'Hare Intl
Explore the most affordable flight options available from Hyannis to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.

This JetBlue deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:20 pm
HYA
-
ORD
1 stop5h 24m
JetBlue
Mon 8/316:00 am
ORD
-
HYA
1 stop8h 17m
JetBlue
Deal found 2/13$387
This Expedia deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:07 pm
HYA
-
ORD
2 stops12h 14m
Multiple Airlines
Thu 2/2610:00 am
ORD
-
HYA
1 stop6h 20m
Multiple Airlines
Deal found 2/12$494
This JetBlue deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/134:20 pm
HYA
-
ORD
1 stop5h 24m
JetBlue
Wed 7/159:33 am
ORD
-
HYA
1 stop4h 44m
JetBlue
Deal found 2/13$500
This JetBlue deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:20 pm
HYA
-
ORD
1 stop5h 24m
JetBlue
Sat 7/116:00 am
ORD
-
HYA
1 stop8h 17m
JetBlue
Deal found 2/12$563
This JetBlue deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:20 pm
HYA
-
ORD
1 stop7h 05m
JetBlue
Mon 7/139:33 am
ORD
-
HYA
1 stop4h 44m
JetBlue
Deal found 2/11$654
This JetBlue deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:20 pm
HYA
-
ORD
1 stop5h 24m
JetBlue
Sun 7/129:33 am
ORD
-
HYA
1 stop4h 44m
JetBlue
Deal found 2/12$794
This JetBlue deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/171:20 pm
HYA
-
ORD
1 stop7h 05m
JetBlue
Thu 9/109:51 am
ORD
-
HYA
1 stop4h 09m
JetBlue
Deal found 2/14$1,083

Find flight deals from Hyannis to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Hyannis (HYA) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$500
(JetBlue)

One-way from

$107
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$232

Good one-way deal

$207 or less
Provider with most accurate pricing for Hyannis Barnstable-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Hyannis Barnstable-Chicago O'Hare Intl flights.
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From Hyannis Barnstable to Chicago O'Hare Intl
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One-way flight from Hyannis Barnstable to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a one-way flight from Hyannis Barnstable to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hyannis to O'Hare Intl 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 2,558,603 searches. Data last updated February 15, 2026.
Use the filters below to find and compare flights from Hyannis to Chicago O'Hare Intl Airport that are best for you.

Fly from

Hyannis

Fly to

O'Hare Intl

Route

Depart

Return

Price

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 7/13

4:20 pm-8:44 pm

1 stop5h 24m

Chicago O'Hare Intl

Wed 7/15

9:33 am-3:17 pm

1 stop4h 44m

$500

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Thu 7/9

4:20 pm-8:44 pm

1 stop5h 24m

Chicago O'Hare Intl

Sat 7/11

6:00 am-3:17 pm

1 stop8h 17m

$563

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Wed 7/15

4:20 pm-8:44 pm

1 stop5h 24m

Chicago O'Hare Intl

Thu 7/16

9:33 am-3:17 pm

1 stop4h 44m

$563

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Tue 7/7

1:20 pm-7:25 pm

1 stop7h 05m

Chicago O'Hare Intl

Mon 7/13

9:33 am-3:17 pm

1 stop4h 44m

$654

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Thu 7/9

4:20 pm-8:44 pm

1 stop5h 24m

Chicago O'Hare Intl

Sun 7/12

9:33 am-3:17 pm

1 stop4h 44m

$794

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Tue 4/14

7:05 am-9:36 pm

1 stop15h 31m

Chicago O'Hare Intl

Wed 4/15

9:41 am-11:02 am

1 stop24h 21m

$845

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Wed 6/17

1:20 pm-7:25 pm

1 stop7h 05m

Chicago O'Hare Intl

Thu 9/10

9:51 am-3:00 pm

1 stop4h 09m

$1,083

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Tue 8/11

4:20 pm-8:44 pm

1 stop5h 24m

$141

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Tue 8/11

1:38 pm-5:52 pm

1 stop5h 14m

$142

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 8/14

1:38 pm-7:02 pm

1 stop6h 24m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 15 results
1
2
  • Most accurate provider: When it comes to deals on Hyannis-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hyannis-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hyannis-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hyannis-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Hyannis-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Hyannis to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Hyannis 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 Hyannis to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Hyannis to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Hyannis to Chicago O'Hare Intl Airport (average of $91). Flying from Hyannis to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $134). 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.

Related info for your journey

Find useful and relevant information for your journey from Hyannis to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hyannis to Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl from Hyannis, you will be flying from Barnstable, which is the city’s only airport. Hyannis Barnstable (HYA) is located 1.0 mi from the center of Hyannis. There are 0 flights from Barnstable to Chicago O'Hare Intl per day from 0 different airlines.

  • How long is the flight from Hyannis to Chicago O'Hare Intl Airport?

    Departing from Hyannis to Chicago O'Hare Intl Airport will take you 5h 24m. The distance between Hyannis and Chicago O'Hare Intl Airport is about 905 mi.

  • What are the cheapest flights from Hyannis to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $207. While the most popular route (Hyannis Barnstable - Chicago O'Hare Intl) can be booked for $387 on average, our data indicates $340 when flying from Hyannis to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Hyannis to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Hyannis to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hyannis to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hyannis to O'Hare Intl.

  • Can I find deals for business class flights from Hyannis to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Hyannis to O'Hare Intl 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 Hyannis to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Hyannis to Chicago O'Hare Intl Airport (average of $91). Flying from Hyannis to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $134). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
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