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Cheap flights from Chicago O'Hare Intl Airport to Boston from $197

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Boston departing on 1/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago O'Hare Intl Airport to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
JetBlue Logo
12:07 pm - 7:43 pmHYA-ORD
8h 36m1 stop
$545JetBlue
Find Deal
Fri, Dec 5 - Fri, Dec 12
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
JetBlue Logo
12:07 pm - 7:43 pmHYA-ORD
8h 36m1 stop
$555JetBlue
Find Deal
Sun, Dec 7 - Fri, Dec 12
JetBlue Logo
12:28 pm - 6:39 pmORD-HYA
5h 11m1 stop
JetBlue Logo
7:58 am - 12:25 pmHYA-ORD
5h 27m1 stop
$645JetBlue
Find Deal
Thu, Nov 20 - Sun, Nov 23
Multiple Airlines Logo
5:30 am - 10:51 amORD-HYA
28h 21m2 stops
Multiple Airlines Logo
9:35 am - 5:59 pmHYA-ORD
9h 24m1 stop
$841Multiple Airlines
Find Deal
Mon, Nov 24 - Fri, Nov 28
Multiple Airlines Logo
4:38 pm - 1:10 pmORD-HYA
19h 32m1 stop
Multiple Airlines Logo
3:15 pm - 10:11 pmHYA-ORD
31h 56m2 stops
$995Multiple Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12

JetBlue flights from Chicago O'Hare Intl Airport to Hyannis

Our best JetBlue deals on Chicago O'Hare Intl Airport to Hyannis flight tickets
JetBlue
Dec 5
ORD11:25 amChicago O'Hare Intl
6h 14m
1 stop
HYA6:39 pmHyannis Barnstable
Dec 12
HYA12:07 pmHyannis Barnstable
8h 36m
1 stop
ORD7:43 pmChicago O'Hare Intl
$545
Find similar
JetBlue
Dec 7
ORD11:25 amChicago O'Hare Intl
6h 14m
1 stop
HYA6:39 pmHyannis Barnstable
Dec 12
HYA12:07 pmHyannis Barnstable
8h 36m
1 stop
ORD7:43 pmChicago O'Hare Intl
$555
Find similar
JetBlue
Nov 20
ORD12:28 pmChicago O'Hare Intl
5h 11m
1 stop
HYA6:39 pmHyannis Barnstable
Nov 23
HYA7:58 amHyannis Barnstable
5h 27m
1 stop
ORD12:25 pmChicago O'Hare Intl
$645
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Hyannis 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, momondo users made 832,500 searches. Data last updated November 10, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Hyannis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 12/5

11:25 am-6:39 pm

1 stop6h 14m

Hyannis Barnstable

Fri 12/12

12:07 pm-7:43 pm

1 stop8h 36m

$545

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sun 12/7

11:25 am-6:39 pm

1 stop6h 14m

Hyannis Barnstable

Fri 12/12

12:07 pm-7:43 pm

1 stop8h 36m

$555

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 11/20

12:28 pm-6:39 pm

1 stop5h 11m

Hyannis Barnstable

Sun 11/23

7:58 am-12:25 pm

1 stop5h 27m

$645

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 11/24

5:30 am-10:51 am

2 stops28h 21m

Hyannis Barnstable

Fri 11/28

9:35 am-5:59 pm

1 stop9h 24m

$841

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 12/5

4:38 pm-1:10 pm

1 stop19h 32m

Hyannis Barnstable

Fri 12/12

3:15 pm-10:11 pm

2 stops31h 56m

$995

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 1/7

7:45 am-6:39 pm

1 stop9h 54m

$197

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 2/12

10:00 am-5:20 pm

1 stop6h 20m

$213

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 1/6

10:45 am-6:39 pm

1 stop6h 54m

$218

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 12/9

11:25 am-5:20 pm

1 stop4h 55m

$223

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 12/6

3:26 pm-4:49 pm

2 stops24h 23m

$231

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Hyannis

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Hyannis?

The cheapest day to depart from Chicago O'Hare Intl Airport to Hyannis is on a Wednesday when prices can be found for as low as $289. On the other hand, Thursday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $417.

What is the cheapest Chicago O'Hare Intl to Hyannis Barnstable flight route?

Fly from Chicago O'Hare Intl to Hyannis Barnstable for the best Chicago O'Hare Intl - Hyannis Barnstable flight prices

What cabin class options are available on Chicago O'Hare Intl to Hyannis Barnstable flights?

There is only 1 cabin class available to choose from on Chicago O'Hare Intl to Hyannis Barnstable flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Hyannis flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Hyannis.

When to book flights from Chicago O'Hare Intl Airport to Hyannis

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Hyannis according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Hyannis (ORD to HYA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Hyannis

Direct flights

None
There are no direct flights from Chicago O'Hare Intl Airport to Hyannis. There are no popular flight routes from Chicago O'Hare Intl Airport to Hyannis.
Search flight deals

  • How far is Chicago O'Hare Intl to Hyannis Barnstable by plane?

    A flight from Chicago O'Hare Intl to Hyannis Barnstable will travel around 905.2 mi. Flights usually cover this in 5h 11m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport were last updated today.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport.

  • What documentation or ID do you need to fly to Hyannis Barnstable Airport?

    The travel and health documents you'll need for your trip to Hyannis Barnstable Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Hyannis Barnstable Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Hyannis?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hyannis?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hyannis for you.

Can I find flights from Chicago to Hyannis with flexible booking policies on momondo?

Flights from Chicago to Hyannis with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Hyannis?

momondo provides multiple filters to help you find the best flight to Hyannis from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Hyannis right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hyannis flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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