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Cheap flights from Hyannis to Chicago from $183

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 1/26. 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 Hyannis to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
7:45 am - 5:20 pm
ORD
-
HYA
8h 35m1 stop
$410Multiple Airlines
mié., ene. 7 - dom., ene. 11
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
9:40 am - 5:20 pm
ORD
-
HYA
6h 40m2 stops
$459Multiple Airlines
sáb., ene. 10 - mié., ene. 14
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
9:15 am - 5:20 pm
ORD
-
HYA
7h 05m2 stops
$464Multiple Airlines
mié., ene. 7 - dom., ene. 11
JetBlue Logo
12:07 pm - 5:24 pm
HYA
-
ORD
6h 17m1 stop
JetBlue Logo
10:00 am - 5:20 pm
ORD
-
HYA
6h 20m1 stop
$555JetBlue
lun., mar. 30 - mar., mar. 31
Multiple Airlines Logo
1:55 pm - 7:26 pm
HYA
-
ORD
6h 31m1 stop
Multiple Airlines Logo
9:30 am - 3:00 pm
ORD
-
HYA
4h 30m1 stop
$1,128Multiple Airlines
vie., jun. 5 - vie., jun. 12
Multiple Airlines Logo
1:55 pm - 7:26 pm
HYA
-
ORD
6h 31m1 stop
Multiple Airlines Logo
9:30 am - 7:45 pm
ORD
-
HYA
9h 15m2 stops
$1,352Multiple Airlines
vie., jun. 5 - vie., jun. 12
Multiple Airlines Logo
11:59 am - 7:26 pm
HYA
-
ORD
8h 27m2 stops
Multiple Airlines Logo
9:30 am - 7:45 pm
ORD
-
HYA
9h 15m2 stops
$1,588Multiple Airlines
vie., jun. 5 - vie., jun. 12

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
Jan 2
HYA12:07 pmHyannis Barnstable
7h 39m
1 stop
ORD6:46 pmChicago O'Hare Intl
Jan 6
ORD10:55 amChicago O'Hare Intl
5h 25m
1 stop
HYA5:20 pmHyannis Barnstable
$525
Find similar
JetBlue
Mar 30
HYA12:07 pmHyannis Barnstable
6h 17m
1 stop
ORD5:24 pmChicago O'Hare Intl
Mar 31
ORD10:00 amChicago O'Hare Intl
6h 20m
1 stop
HYA5:20 pmHyannis Barnstable
$555
Find similar
JetBlue
Dec 28
HYA12:07 pmHyannis Barnstable
7h 39m
1 stop
ORD6:46 pmChicago O'Hare Intl
Dec 31
ORD6:45 amChicago O'Hare Intl
5h 25m
1 stop
HYA1:10 pmHyannis Barnstable
$1,090
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 diciembre 27, 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

mié. 1/7

12:07 pm-5:43 pm

1 stop6h 36m

Chicago O'Hare Intl

dom. 1/11

7:45 am-5:20 pm

1 stop8h 35m

$410

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

sáb. 1/10

12:07 pm-5:43 pm

1 stop6h 36m

Chicago O'Hare Intl

mié. 1/14

9:40 am-5:20 pm

2 stops6h 40m

$459

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

mié. 1/7

12:07 pm-5:43 pm

1 stop6h 36m

Chicago O'Hare Intl

dom. 1/11

9:15 am-5:20 pm

2 stops7h 05m

$464

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

lun. 3/30

12:07 pm-5:24 pm

1 stop6h 17m

Chicago O'Hare Intl

mar. 3/31

10:00 am-5:20 pm

1 stop6h 20m

$555

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

vie. 6/5

1:55 pm-7:26 pm

1 stop6h 31m

Chicago O'Hare Intl

vie. 6/12

9:30 am-3:00 pm

1 stop4h 30m

$1,128

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

vie. 6/5

1:55 pm-7:26 pm

1 stop6h 31m

Chicago O'Hare Intl

vie. 6/12

9:30 am-7:45 pm

2 stops9h 15m

$1,352

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

vie. 6/5

11:59 am-7:26 pm

2 stops8h 27m

Chicago O'Hare Intl

vie. 6/12

9:30 am-7:45 pm

2 stops9h 15m

$1,588

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

lun. 1/26

12:07 pm-5:43 pm

1 stop6h 36m

$183

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

vie. 1/23

12:07 pm-4:40 pm

2 stops29h 33m

$189

HyannisChicago

HYA - ORD

HYAORD

Hyannis Barnstable

jue. 1/22

12:07 pm-5:43 pm

1 stop6h 36m

$193

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 Wednesday when prices can be found for as low as $319. 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 $417.

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 $271 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $362. 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

Fastest flight time

6h 17m

Direct flights

None
The fastest flight from Hyannis to Chicago O'Hare Intl Airport takes 6h 17m
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 17m.

  • 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
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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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