Cheap flights from Chicago O'Hare Intl Airport to Boston from $171

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 8/29. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

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

Cheap round-trip flights

American Airlines Logo
11:12 am - 2:51 pmORD-HYA
2h 39mnonstop
American Airlines Logo
3:25 pm - 5:31 pmHYA-ORD
3h 06mnonstop
$310American Airlines
Find Deal
sáb, ago 16 - sáb, ago 23
American Airlines Logo
8:09 am - 4:45 pmORD-HYA
7h 36m1 stop
American Airlines Logo
3:25 pm - 5:31 pmHYA-ORD
3h 06mnonstop
$344American Airlines
Find Deal
sáb, ago 16 - sáb, ago 23
American Airlines Logo
10:11 pm - 11:40 amORD-HYA
12h 29m2 stops
American Airlines Logo
10:39 am - 5:07 pmHYA-ORD
7h 28m1 stop
$364American Airlines
Find Deal
qui, ago 28 - dom, ago 31
American Airlines Logo
6:00 am - 1:13 pmORD-HYA
6h 13m1 stop
American Airlines Logo
1:44 pm - 8:34 pmHYA-ORD
7h 50m1 stop
$412American Airlines
Find Deal
seg, ago 11 - qui, ago 14
American Airlines Logo
8:09 am - 4:45 pmORD-HYA
7h 36m1 stop
American Airlines Logo
1:40 pm - 7:15 pmHYA-ORD
6h 35m1 stop
$426American Airlines
Find Deal
sáb, ago 16 - sáb, ago 23
American Airlines Logo
8:45 pm - 11:40 amORD-HYA
13h 55m2 stops
American Airlines Logo
2:34 pm - 11:25 pmHYA-ORD
9h 51m1 stop
$462American Airlines
Find Deal
seg, ago 25 - seg, set 1
 Logo
10:12 am - 8:27 pmORD-HYA
9h 15m2 stops
 Logo
6:48 am - 10:22 pmHYA-ORD
16h 34m2 stops
qui, ago 28 - dom, ago 31
JetBlue Logo
6:45 am - 5:38 pmORD-HYA
9h 53m2 stops
JetBlue Logo
10:16 am - 8:49 pmHYA-ORD
11h 33m1 stop
$692JetBlue
Find Deal
sex, set 19 - qui, set 25
JetBlue Logo
9:51 am - 5:38 pmORD-HYA
6h 47m1 stop
JetBlue Logo
10:16 am - 8:49 pmHYA-ORD
11h 33m1 stop
$697JetBlue
Find Deal
sex, set 19 - qui, set 25
JetBlue Logo
6:45 am - 5:38 pmORD-HYA
9h 53m2 stops
JetBlue Logo
10:16 am - 6:55 pmHYA-ORD
9h 39m2 stops
$747JetBlue
Find Deal
sex, set 19 - qui, set 25

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
Sep 19
ORD6:45 amChicago O'Hare Intl
9h 53m
2 stops
HYA5:38 pmHyannis Barnstable
Sep 25
HYA10:16 amHyannis Barnstable
11h 33m
1 stop
ORD8:49 pmChicago O'Hare Intl
JetBlue
Sep 19
ORD9:51 amChicago O'Hare Intl
6h 47m
1 stop
HYA5:38 pmHyannis Barnstable
Sep 25
HYA10:16 amHyannis Barnstable
11h 33m
1 stop
ORD8:49 pmChicago O'Hare Intl
JetBlue
Sep 19
ORD6:45 amChicago O'Hare Intl
9h 53m
2 stops
HYA5:38 pmHyannis Barnstable
Sep 25
HYA10:16 amHyannis Barnstable
9h 39m
2 stops
ORD6:55 pmChicago O'Hare Intl

American Airlines flights from Chicago O'Hare Intl Airport to Hyannis

Our best American Airlines deals on Chicago O'Hare Intl Airport to Hyannis flight tickets
American Airlines
Aug 16
ORD11:12 amChicago O'Hare Intl
2h 39m
HYA2:51 pmHyannis Barnstable
Aug 23
HYA3:25 pmHyannis Barnstable
3h 06m
ORD5:31 pmChicago O'Hare Intl
American Airlines
Aug 16
ORD8:09 amChicago O'Hare Intl
7h 36m
1 stop
HYA4:45 pmHyannis Barnstable
Aug 23
HYA3:25 pmHyannis Barnstable
3h 06m
ORD5:31 pmChicago O'Hare Intl
American Airlines
Aug 28
ORD10:11 pmChicago O'Hare Intl
12h 29m
2 stops
HYA11:40 amHyannis Barnstable
Aug 31
HYA10:39 amHyannis Barnstable
7h 28m
1 stop
ORD5:07 pmChicago O'Hare Intl

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 julho 30, 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

sáb 8/16

11:12 am-2:51 pm

Nonstop2h 39m

Hyannis Barnstable

sáb 8/23

3:25 pm-5:31 pm

Nonstop3h 06m

$310

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb 8/16

8:09 am-4:45 pm

1 stop7h 36m

Hyannis Barnstable

sáb 8/23

3:25 pm-5:31 pm

Nonstop3h 06m

$344

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

qui 8/28

10:11 pm-11:40 am

2 stops12h 29m

Hyannis Barnstable

dom 8/31

10:39 am-5:07 pm

1 stop7h 28m

$364

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

seg 8/11

6:00 am-1:13 pm

1 stop6h 13m

Hyannis Barnstable

qui 8/14

1:44 pm-8:34 pm

1 stop7h 50m

$412

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb 8/16

8:09 am-4:45 pm

1 stop7h 36m

Hyannis Barnstable

sáb 8/23

1:40 pm-7:15 pm

1 stop6h 35m

$426

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

seg 8/25

8:45 pm-11:40 am

2 stops13h 55m

Hyannis Barnstable

seg 9/1

2:34 pm-11:25 pm

1 stop9h 51m

$462

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

qui 8/28

10:12 am-8:27 pm

2 stops9h 15m

Hyannis Barnstable

dom 8/31

6:48 am-10:22 pm

2 stops16h 34m

$638

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sex 9/19

6:45 am-5:38 pm

2 stops9h 53m

Hyannis Barnstable

qui 9/25

10:16 am-8:49 pm

1 stop11h 33m

$692

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sex 9/19

9:51 am-5:38 pm

1 stop6h 47m

Hyannis Barnstable

qui 9/25

10:16 am-8:49 pm

1 stop11h 33m

$697

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sex 9/19

6:45 am-5:38 pm

2 stops9h 53m

Hyannis Barnstable

qui 9/25

10:16 am-6:55 pm

2 stops9h 39m

$747

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 are 1 cabin classes 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

Best Price Found

$171

Fastest flight time

2h 39m

Direct flights

Sun

Airports in Hyannis

1 airport
The best one-way flight to Hyannis from Chicago O'Hare Intl Airport in the past 72 hours is $171. The best round-trip flight deal from Chicago O'Hare Intl Airport to Hyannis found on momondo in the last 72 hours is $310.
The fastest flight from Chicago O'Hare Intl Airport to Hyannis takes 2h 39m
Direct flights go from Chicago O'Hare Intl Airport to Hyannis on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Hyannis: Hyannis Barnstable (HYA)

  • 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 2h 39m, 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.


An easier way to manage your Hyannis trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
seg 8/4
seg 8/11

Find better results for your trip to the United States