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Cheap flights from Illinois to Boston from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Boston departing on 7/28. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:56 am - 5:27 pm
ORD
-
HYA
6h 31m
1 stop
American Airlines Logo
3:00 pm - 4:52 pm
HYA
-
ORD
2h 52mnonstop
$370American Airlines
sáb., jul. 4 - sáb., jul. 11
American Airlines Logo
6:00 am - 2:13 pm
ORD
-
HYA
7h 13m
1 stop
American Airlines Logo
2:44 pm - 6:55 pm
HYA
-
ORD
5h 11m
1 stop
$379American Airlines
sáb., jul. 4 - sáb., jul. 11
American Airlines Logo
10:50 am - 2:25 pm
ORD
-
HYA
2h 35mnonstop
American Airlines Logo
3:00 pm - 4:52 pm
HYA
-
ORD
2h 52mnonstop
$419American Airlines
sáb., jul. 4 - sáb., jul. 11
Multiple Airlines Logo
10:00 am - 5:20 pm
ORD
-
HYA
6h 20m
1 stop
Multiple Airlines Logo
12:07 pm - 11:26 pm
HYA
-
ORD
12h 19m
2 stops
$456Multiple Airlines
mar., feb. 17 - sáb., feb. 21
JetBlue Logo
11:00 am - 5:20 pm
ORD
-
HYA
5h 20m
1 stop
JetBlue Logo
12:07 pm - 5:24 pm
HYA
-
ORD
6h 17m
1 stop
$683JetBlue
jue., mar. 12 - vie., mar. 27
Multiple Airlines Logo
7:00 am - 2:45 pm
ORD
-
HYA
30h 45m
3 stops
Multiple Airlines Logo
7:05 am - 7:54 am
HYA
-
ORD
25h 49m
3 stops
$709Multiple Airlines
mar., feb. 17 - sáb., feb. 21
Multiple Airlines Logo
5:15 am - 3:29 pm
ORD
-
HYA
33h 14m
3 stops
Multiple Airlines Logo
7:05 am - 7:47 pm
HYA
-
ORD
13h 42m
2 stops
$710Multiple Airlines
mar., feb. 17 - sáb., feb. 21
JetBlue Logo
9:30 am - 4:35 pm
ORD
-
HYA
6h 05m
1 stop
JetBlue Logo
3:50 pm - 7:26 pm
HYA
-
ORD
4h 36m
1 stop
$765JetBlue
vie., jun. 5 - lun., jun. 8
Multiple Airlines Logo
9:30 am - 5:20 pm
ORD
-
HYA
6h 50m
1 stop
Multiple Airlines Logo
7:05 am - 2:20 pm
HYA
-
ORD
8h 15m
2 stops
$1,574Multiple Airlines
vie., may. 22 - lun., may. 25
Multiple Airlines Logo
9:30 am - 5:20 pm
ORD
-
HYA
6h 50m
1 stop
Multiple Airlines Logo
9:25 am - 2:20 pm
HYA
-
ORD
5h 55m
1 stop
$1,628Multiple Airlines
vie., may. 22 - lun., may. 25

JetBlue flights from Illinois to Hyannis

Our best JetBlue deals on Illinois to Hyannis flight tickets
JetBlue
Mar 12
ORD11:00 amChicago O'Hare Intl
5h 20m
1 stop
HYA5:20 pmHyannis Barnstable
Mar 27
HYA12:07 pmHyannis Barnstable
6h 17m
1 stop
ORD5:24 pmChicago O'Hare Intl
$683
JetBlue
Jun 5
ORD9:30 amChicago O'Hare Intl
6h 05m
1 stop
HYA4:35 pmHyannis Barnstable
Jun 8
HYA3:50 pmHyannis Barnstable
4h 36m
1 stop
ORD7:26 pmChicago O'Hare Intl
$765

American Airlines flights from Illinois to Hyannis

Our best American Airlines deals on Illinois to Hyannis flight tickets
American Airlines
Jul 4
ORD9:56 amChicago O'Hare Intl
6h 31m
1 stop
HYA5:27 pmHyannis Barnstable
Jul 11
HYA3:00 pmHyannis Barnstable
2h 52m
ORD4:52 pmChicago O'Hare Intl
$370
American Airlines
Jul 4
ORD6:00 amChicago O'Hare Intl
7h 13m
1 stop
HYA2:13 pmHyannis Barnstable
Jul 11
HYA2:44 pmHyannis Barnstable
5h 11m
1 stop
ORD6:55 pmChicago O'Hare Intl
$379
American Airlines
Jul 4
ORD10:50 amChicago O'Hare Intl
2h 35m
HYA2:25 pmHyannis Barnstable
Jul 11
HYA3:00 pmHyannis Barnstable
2h 52m
ORD4:52 pmChicago O'Hare Intl
$419

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 febrero 2, 2026.
Use the filters below to find and compare flights from Illinois to Hyannis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 7/4

9:56 am-5:27 pm

1 stop6h 31m

Hyannis Barnstable

sáb. 7/11

3:00 pm-4:52 pm

Nonstop2h 52m

$370

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 7/4

6:00 am-2:13 pm

1 stop7h 13m

Hyannis Barnstable

sáb. 7/11

2:44 pm-6:55 pm

1 stop5h 11m

$379

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 7/4

10:50 am-2:25 pm

Nonstop2h 35m

Hyannis Barnstable

sáb. 7/11

3:00 pm-4:52 pm

Nonstop2h 52m

$419

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mar. 2/17

10:00 am-5:20 pm

1 stop6h 20m

Hyannis Barnstable

sáb. 2/21

12:07 pm-11:26 pm

2 stops12h 19m

$456

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

jue. 3/12

11:00 am-5:20 pm

1 stop5h 20m

Hyannis Barnstable

vie. 3/27

12:07 pm-5:24 pm

1 stop6h 17m

$683

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mar. 2/17

7:00 am-2:45 pm

3 stops30h 45m

Hyannis Barnstable

sáb. 2/21

7:05 am-7:54 am

3 stops25h 49m

$709

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

mar. 2/17

5:15 am-3:29 pm

3 stops33h 14m

Hyannis Barnstable

sáb. 2/21

7:05 am-7:47 pm

2 stops13h 42m

$710

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 6/5

9:30 am-4:35 pm

1 stop6h 05m

Hyannis Barnstable

lun. 6/8

3:50 pm-7:26 pm

1 stop4h 36m

$765

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 5/22

9:30 am-5:20 pm

1 stop6h 50m

Hyannis Barnstable

lun. 5/25

7:05 am-2:20 pm

2 stops8h 15m

$1,574

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 5/22

9:30 am-5:20 pm

1 stop6h 50m

Hyannis Barnstable

lun. 5/25

9:25 am-2:20 pm

1 stop5h 55m

$1,628

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Illinois 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 Illinois to Hyannis Barnstable flight route?

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

What cabin class options are available on Illinois to Hyannis Barnstable flights?

There is only 1 cabin class available to choose from on Illinois 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 Illinois to Hyannis flights?

You could potentially save up to 6% on your flight if you consider stops on a Illinois to Hyannis flight.

Cheap Illinois to Hyannis flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Hyannis

Fastest flight time

2h 35m

Direct flights

Sun

Airports in Hyannis

1 airport
The fastest flight from Illinois to Hyannis takes 2h 35m
Direct flights go from Illinois to Hyannis on Sunday. There are no airlines offering direct flights.
There is 1 airport in Hyannis. From Illinois there are direct flights to Hyannis Barnstable (HYA).
Search flight deals

  • When did momondo last update prices for flights from Illinois to Hyannis Barnstable Airport?

    Prices for flights from Illinois to Hyannis Barnstable Airport were last updated today.

  • How old do you have to be to fly from Illinois to Hyannis Barnstable 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 Illinois to Hyannis Barnstable Airport.

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

    The travel and health documents required for your trip to Hyannis Barnstable Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hyannis Barnstable Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Illinois to Hyannis?

Why use momondo?

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

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 Hyannis from Illinois.

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

Flights from Illinois 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 Illinois to Hyannis?

Once all potential Illinois to Hyannis flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Hyannis, momondo offers a useful price alert feature which will track prices for flights to Hyannis from Illinois and alert you when they change.

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