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Cheap flights from Chicago O'Hare Intl Airport to Boston from $201

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.
1 adult
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.
Multiple Airlines Logo
3:26 pm - 11:02 am
ORD
-
HYA
18h 36m2 stops
Multiple Airlines Logo
7:40 am - 6:39 pm
HYA
-
ORD
35h 59m3 stops
$1,066Multiple Airlines
Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
12:09 pm - 5:20 pm
ORD
-
HYA
28h 11m3 stops
Multiple Airlines Logo
2:25 pm - 6:39 pm
HYA
-
ORD
29h 14m3 stops
$1,113Multiple Airlines
Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
6:45 am - 5:20 pm
ORD
-
HYA
9h 35m2 stops
Multiple Airlines Logo
12:07 pm - 6:46 pm
HYA
-
ORD
7h 39m1 stop
$1,373Multiple Airlines
Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
6:45 am - 1:10 pm
ORD
-
HYA
5h 25m1 stop
Multiple Airlines Logo
12:07 pm - 6:46 pm
HYA
-
ORD
7h 39m1 stop
$1,440Multiple Airlines
Wed, Dec 24 - Sun, Dec 28
Multiple Airlines Logo
6:45 am - 5:20 pm
ORD
-
HYA
9h 35m2 stops
Multiple Airlines Logo
12:07 pm - 10:04 pm
HYA
-
ORD
10h 57m2 stops
$2,047Multiple Airlines
Wed, Dec 24 - Sun, Dec 28

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
May 29
ORD9:30 amChicago O'Hare Intl
6h 50m
1 stop
HYA5:20 pmHyannis Barnstable
Jun 1
HYA12:07 pmHyannis Barnstable
8h 19m
1 stop
ORD7:26 pmChicago O'Hare Intl
$830
Find similar
JetBlue
Dec 18
ORD6:00 amChicago O'Hare Intl
6h 10m
1 stop
HYA1:10 pmHyannis Barnstable
Dec 19
HYA12:07 pmHyannis Barnstable
7h 39m
1 stop
ORD6:46 pmChicago O'Hare Intl
$1,220
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 December 11, 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

Wed 12/24

3:26 pm-11:02 am

2 stops18h 36m

Hyannis Barnstable

Sun 12/28

7:40 am-6:39 pm

3 stops35h 59m

$1,066

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 12/24

12:09 pm-5:20 pm

3 stops28h 11m

Hyannis Barnstable

Sun 12/28

2:25 pm-6:39 pm

3 stops29h 14m

$1,113

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 12/24

6:45 am-5:20 pm

2 stops9h 35m

Hyannis Barnstable

Sun 12/28

12:07 pm-6:46 pm

1 stop7h 39m

$1,373

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 12/24

6:45 am-1:10 pm

1 stop5h 25m

Hyannis Barnstable

Sun 12/28

12:07 pm-6:46 pm

1 stop7h 39m

$1,440

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 12/24

6:45 am-5:20 pm

2 stops9h 35m

Hyannis Barnstable

Sun 12/28

12:07 pm-10:04 pm

2 stops10h 57m

$2,047

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 1/7

5:29 pm-11:02 am

2 stops40h 33m

$201

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 1/8

5:15 am-11:02 am

2 stops28h 47m

$204

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 1/6

2:26 pm-5:20 pm

2 stops25h 54m

$210

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 1/9

8:27 pm-11:02 am

2 stops37h 35m

$221

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sun 2/8

7:45 am-5:20 pm

1 stop8h 35m

$223

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

Fastest flight time

4h 29m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Hyannis takes 4h 29m
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 4h 29m, 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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