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Cheap flights from Hyannis to Chicago from $193

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hyannis to Chicago departing on 3/12. 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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Find the cheapest flights from Hyannis to Chicago

Cheap round-trip flights

JetBlue Logo
12:07 pm - 5:31 pmHYA-ORD
6h 24m1 stop
JetBlue Logo
12:10 pm - 6:39 pmORD-HYA
5h 29m1 stop
$410JetBlue
Find Deal
Sun, Feb 22 - Wed, Feb 25
JetBlue Logo
12:07 pm - 7:43 pmHYA-ORD
8h 36m1 stop
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
$555JetBlue
Find Deal
Fri, Dec 12 - Mon, Dec 15
JetBlue Logo
12:07 pm - 8:03 pmHYA-ORD
8h 56m1 stop
JetBlue Logo
1:20 pm - 6:39 pmORD-HYA
4h 19m1 stop
$645JetBlue
Find Deal
Fri, Nov 21 - Sun, Nov 23
JetBlue Logo
12:07 pm - 5:55 pmHYA-ORD
6h 48m1 stop
JetBlue Logo
11:20 am - 6:39 pmORD-HYA
6h 19m1 stop
$685JetBlue
Find Deal
Sun, Oct 26 - Tue, Oct 28
JetBlue Logo
12:07 pm - 6:18 pmHYA-ORD
7h 11m1 stop
JetBlue Logo
11:20 am - 6:39 pmORD-HYA
6h 19m1 stop
$725JetBlue
Find Deal
Thu, Oct 23 - Sun, Oct 26
JetBlue Logo
12:07 pm - 5:55 pmHYA-ORD
6h 48m1 stop
JetBlue Logo
11:20 am - 6:39 pmORD-HYA
6h 19m1 stop
$845JetBlue
Find Deal
Fri, Nov 7 - Sun, Nov 9

JetBlue flights from Hyannis to Chicago O'Hare Intl Airport

Our best JetBlue deals on Hyannis to Chicago O'Hare Intl Airport flight tickets
JetBlue
Feb 22
HYA12:07 pmHyannis Barnstable
6h 24m
1 stop
ORD5:31 pmChicago O'Hare Intl
Feb 25
ORD12:10 pmChicago O'Hare Intl
5h 29m
1 stop
HYA6:39 pmHyannis Barnstable
$410
Find similar
JetBlue
Dec 12
HYA12:07 pmHyannis Barnstable
8h 36m
1 stop
ORD7:43 pmChicago O'Hare Intl
Dec 15
ORD11:25 amChicago O'Hare Intl
6h 14m
1 stop
HYA6:39 pmHyannis Barnstable
$555
Find similar
JetBlue
Nov 21
HYA12:07 pmHyannis Barnstable
8h 56m
1 stop
ORD8:03 pmChicago O'Hare Intl
Nov 23
ORD1:20 pmChicago O'Hare Intl
4h 19m
1 stop
HYA6:39 pmHyannis Barnstable
$645
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hyannis to Chicago O'Hare Intl Airport 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 September 16, 2025.
Use the filters below to find and compare flights from Hyannis to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Sun 2/22

12:07 pm-5:31 pm

1 stop6h 24m

Chicago O'Hare Intl

Wed 2/25

12:10 pm-6:39 pm

1 stop5h 29m

$410

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 12/12

12:07 pm-7:43 pm

1 stop8h 36m

Chicago O'Hare Intl

Mon 12/15

11:25 am-6:39 pm

1 stop6h 14m

$555

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 11/21

12:07 pm-8:03 pm

1 stop8h 56m

Chicago O'Hare Intl

Sun 11/23

1:20 pm-6:39 pm

1 stop4h 19m

$645

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Sun 10/26

12:07 pm-5:55 pm

1 stop6h 48m

Chicago O'Hare Intl

Tue 10/28

11:20 am-6:39 pm

1 stop6h 19m

$685

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Thu 10/23

12:07 pm-6:18 pm

1 stop7h 11m

Chicago O'Hare Intl

Sun 10/26

11:20 am-6:39 pm

1 stop6h 19m

$725

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Fri 11/7

12:07 pm-5:55 pm

1 stop6h 48m

Chicago O'Hare Intl

Sun 11/9

11:20 am-6:39 pm

1 stop6h 19m

$845

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Thu 3/12

12:07 pm-5:31 pm

1 stop6h 24m

$193

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Sun 3/15

12:07 pm-5:31 pm

1 stop6h 24m

$198

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Sun 12/14

12:07 pm-7:43 pm

1 stop8h 36m

$203

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

Wed 11/12

12:07 pm-5:55 pm

1 stop6h 48m

$223

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $321. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Hyannis because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $426.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Hyannis in the evening is the least expensive time of day to depart. momondo users have found prices as low as $267 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $351. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

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

There are 2 cabin classes available to choose from on Hyannis Barnstable to Chicago O'Hare Intl 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 Hyannis to Chicago O'Hare Intl Airport flights?

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

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

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

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

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

Direct flights

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

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

    A flight from Hyannis Barnstable to Chicago O'Hare Intl will travel around 905.2 mi. A reasonable flight in good conditions will take 6h 24m.

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hyannis Barnstable Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Hyannis.

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

Yes. momondo enables you to select and highlight flights to Chicago from Hyannis with this policy.

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

Once you have performed a search for Hyannis to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Hyannis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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