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$198+ Cheap flights from Hyannis (HYA) to Illinois

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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
HYA — ORD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Hyannis to Illinois

Keep the following information in mind while searching for Hyannis to Illinois flight deals. Data was last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$555
(JetBlue)

One-way from

$198
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$247

Good one-way deal

$207 or less
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
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From Hyannis Barnstable to Illinois
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One-way flight from Hyannis Barnstable to Illinois
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Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a one-way flight from Hyannis Barnstable to Illinois.
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Find flight deals from Hyannis to Illinois

Cheapest flights from Hyannis to Illinois
Explore the most affordable flight options available from Hyannis to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This JetBlue deal was found by Cheapflights users on 10/29. 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.
Fri 11/1412:07 pmHYA - ORD
1 stop6h 48mJetBlue
Tue 11/1811:20 amORD - HYA
1 stop6h 19mJetBlue
Deal found 10/29$555
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Sun 11/912:07 pmHYA - ORD
1 stop6h 48mJetBlue
Tue 11/1111:20 amORD - HYA
1 stop6h 19mJetBlue
Deal found 10/30$635
This United deal was found by Cheapflights users on 10/30. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:58 amHYA - ORD
1 stop5h 42mMultiple Airlines
Thu 11/64:00 pmORD - HYA
1 stop17h 51mMultiple Airlines
Deal found 10/30$637
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Sun 11/912:07 pmHYA - ORD
1 stop6h 48mJetBlue
Mon 11/1011:20 amORD - HYA
1 stop6h 19mJetBlue
Deal found 10/28$665
This JetBlue deal was found by Cheapflights users on 10/27. 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 11/2012:07 pmHYA - ORD
1 stop8h 20mJetBlue
Sun 11/231:20 pmORD - HYA
1 stop4h 19mJetBlue
Deal found 10/27$671
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Fri 11/1412:07 pmHYA - ORD
1 stop6h 48mJetBlue
Sun 11/1611:20 amORD - HYA
1 stop6h 19mJetBlue
Deal found 10/29$715
This JetBlue deal was found by Cheapflights users on 10/29. 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 11/312:07 pmHYA - ORD
1 stop7h 15mJetBlue
Tue 11/411:20 amORD - HYA
1 stop6h 19mJetBlue
Deal found 10/29$723
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Fri 11/2112:07 pmHYA - ORD
1 stop8h 32mJetBlue
Sun 11/231:20 pmORD - HYA
1 stop4h 19mJetBlue
Deal found 10/28$785
This JetBlue deal was found by Cheapflights users on 10/28. 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.
Fri 10/3112:07 pmHYA - ORD
1 stop6h 48mJetBlue
Sun 11/25:45 amORD - HYA
1 stop5h 25mJetBlue
Deal found 10/28$900

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hyannis to Illinois 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 October 30, 2025.
Use the filters below to find and compare flights from Hyannis to Illinois that are best for you.

Fly from

Hyannis

Fly to

Illinois

Route

Depart

Return

Price

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 3/2

12:07 pm-5:31 pm

1 stop6h 24m

Chicago O'Hare Intl

Sat 3/7

9:40 am-6:39 pm

1 stop7h 59m

$435

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 3/16

12:07 pm-5:31 pm

1 stop6h 24m

Chicago O'Hare Intl

Wed 3/18

12:10 pm-6:39 pm

1 stop5h 29m

$465

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 11/14

12:07 pm-5:55 pm

1 stop6h 48m

Chicago O'Hare Intl

Tue 11/18

11:20 am-6:39 pm

1 stop6h 19m

$555

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Sun 11/9

12:07 pm-5:55 pm

1 stop6h 48m

Chicago O'Hare Intl

Tue 11/11

11:20 am-6:39 pm

1 stop6h 19m

$635

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 11/14

12:07 pm-5:55 pm

1 stop6h 48m

Chicago O'Hare Intl

Sun 11/16

11:20 am-6:39 pm

1 stop6h 19m

$695

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 11/21

12:07 pm-7:39 pm

1 stop8h 32m

Chicago O'Hare Intl

Sun 11/23

1:20 pm-6:39 pm

1 stop4h 19m

$785

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 3/2

12:07 pm-5:31 pm

1 stop6h 24m

$198

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 1/26

12:07 pm-5:44 pm

1 stop6h 37m

$198

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Tue 1/27

12:07 pm-5:44 pm

1 stop6h 37m

$198

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 1/30

12:07 pm-5:44 pm

1 stop6h 37m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 15 results
1
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Best time to book a flight from Hyannis to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois 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 Illinois

What is the cheapest month to book a flight from Hyannis to Illinois?

Currently, November is the cheapest month in which you can book a flight from Hyannis to Illinois (average of $88). Flying from Hyannis to Illinois in December is currently the most expensive (average of $125). 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 Illinois. 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 Illinois?

    Hyannis Barnstable (HYA) is the airport you will fly out of if you book a flight from Hyannis to Illinois. It is only a 1.0 mi journey to Barnstable (HYA) from Hyannis’s city center.

  • How long is the flight from Hyannis to Illinois?

    JetBlue can get you from Hyannis to Illinois in just under 6h 24m. Your travel time can differ by up to . The distance between Hyannis and Illinois is about 905 mi.

  • What are the cheapest flights from Hyannis to Illinois?

    On average you can expect to pay $340 for a flight from Hyannis to Illinois. The cheapest flight overall is $207 while the most popular route, (Hyannis Barnstable - Chicago O'Hare Intl) is currently priced at $435.

  • Can I find deals for flights from Hyannis to Illinois that include hotel bookings?

    Yes. In addition to deals on Hyannis to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hyannis to Illinois?

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

  • Can I find deals for business class flights from Hyannis to Illinois?

    Yes. Cheapflights offers flight deals from Hyannis to Illinois 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 Illinois?

    Currently, November is the cheapest month in which you can book a flight from Hyannis to Illinois (average of $88). Flying from Hyannis to Illinois in December is currently the most expensive (average of $125). 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.

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