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$100+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
HYA — ORD
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$343
(American Airlines)

One-way from

$100
(JetBlue)

Popular in

March

Cheapest in

September

Average price

$227

Good one-way deal

$158 or less
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 ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/131:44 pmHYA - ORD
1 stop5h 08mAmerican Airlines
Sun 8/176:06 amORD - HYA
1 stop6h 45mAmerican Airlines
Deal found 7/28$343
This JetBlue deal was found by Cheapflights users on 7/30. 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.
Wed 8/275:15 pmHYA - ORD
1 stop6h 13mJetBlue
Sun 8/318:40 amORD - HYA
1 stop6h 05mJetBlue
Deal found 7/30$422
This Mytrip deal was found by Cheapflights users on 7/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/158:55 amHYA - ORD
2 stops14h 27mMultiple Airlines
Tue 8/198:12 pmORD - HYA
2 stops17h 58mMultiple Airlines
Deal found 7/31$602

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 July 31, 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

Wed 8/13

1:44 pm-5:52 pm

1 stop5h 08m

Chicago O'Hare Intl

Sun 8/17

6:06 am-1:51 pm

1 stop6h 45m

$343

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Wed 8/27

5:15 pm-10:28 pm

1 stop6h 13m

Chicago O'Hare Intl

Sun 8/31

8:40 am-3:45 pm

1 stop6h 05m

$422

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 8/15

8:55 am-10:22 pm

2 stops14h 27m

Chicago O'Hare Intl

Tue 8/19

8:12 pm-3:10 pm

2 stops17h 58m

$602

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Wed 8/27

5:15 pm-10:28 pm

1 stop6h 13m

$100

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 8/18

1:44 pm-9:12 pm

1 stop8h 28m

$216

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Mon 8/18

10:29 am-10:31 am

2 stops25h 02m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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, August is the cheapest month in which you can book a flight from Hyannis to Illinois (average of $245). Flying from Hyannis to Illinois in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from HYA to IL?

Find hourly flight availability from Hyannis to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

When flying from Hyannis to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated July 31, 2025.
Read through reviews of airlines operating flights from Hyannis to Illinois, such as JetBlue and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.3
Good
2,914 reviews

Overall

7.3

Comfort

7.6

Crew

8.0

Boarding

7.4

Food

6.7

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
JetBlue
7.3
Good
2,914 reviews
JetBlue
7.3
Good
2,914 reviews

Overall

7.3

Comfort

7.6

Crew

8.0

Boarding

7.4

Food

6.7

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.
American Airlines
7.2
Good
10,000 reviews
JetBlue
7.3
Good
2,914 reviews

Overall

7.3

Comfort

7.6

Crew

8.0

Boarding

7.4

Food

6.7

Entertainment

7.3

Reviews

1 / 20
10.0
Excellent

Geri,May 2025

RSW - BOS

Full flight, even thought I had priority A boarding, the flight was more than 1/2 full with Mint & Mosaic members, before I could board and get overhead space.

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.

  • What are the cheapest flights from Hyannis to Illinois?

    On average you can expect to pay $304 for a flight from Hyannis to Illinois. The cheapest flight overall is $158 while the most popular route, (Hyannis Barnstable - Chicago O'Hare Intl) is currently priced at $384.

  • 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, August is the cheapest month in which you can book a flight from Hyannis to Illinois (average of $245). Flying from Hyannis to Illinois in March is currently the most expensive (average of $321). 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

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