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Cheap flights from Illinois to Boston from $199

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 10/8. 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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Cheap round-trip flights

American Airlines Logo
5:00 am - 11:40 amORD-HYA
5h 40m1 stop
American Airlines Logo
12:10 pm - 5:20 pmHYA-ORD
6h 10m1 stop
$305American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
6:00 am - 1:13 pmORD-HYA
6h 13m1 stop
American Airlines Logo
3:25 pm - 5:31 pmHYA-ORD
3h 06mnonstop
$320American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
7:30 pm - 11:40 amORD-HYA
15h 10m2 stops
American Airlines Logo
2:41 pm - 7:26 pmHYA-ORD
5h 45m1 stop
$371American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
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
$541American Airlines
Find Deal
Mon, Aug 25 - Fri, Aug 29
American Airlines Logo
10:11 pm - 11:40 amORD-HYA
12h 29m2 stops
American Airlines Logo
1:44 pm - 8:34 pmHYA-ORD
7h 50m1 stop
$564American Airlines
Find Deal
Mon, Aug 25 - Fri, Aug 29
Logo
8:12 pm - 3:10 pmORD-HYA
17h 58m2 stops
Logo
10:29 am - 10:22 pmHYA-ORD
12h 53m2 stops
$590
Find Deal
Tue, Aug 26 - Sat, Aug 30
JetBlue Logo
8:40 am - 5:38 pmORD-HYA
7h 58m1 stop
JetBlue Logo
10:16 am - 6:23 pmHYA-ORD
9h 07m1 stop
$597JetBlue
Find Deal
Mon, Sep 1 - Sat, Sep 6
JetBlue Logo
9:40 am - 5:38 pmORD-HYA
6h 58m1 stop
JetBlue Logo
5:15 pm - 10:28 pmHYA-ORD
6h 13m1 stop
$615JetBlue
Find Deal
Sat, Aug 23 - Tue, Aug 26
Logo
8:47 pm - 8:27 pmORD-HYA
22h 40m3 stops
Logo
10:29 am - 10:22 pmHYA-ORD
12h 53m2 stops
$658
Find Deal
Tue, Aug 26 - Sat, Aug 30
JetBlue Logo
9:51 am - 5:38 pmORD-HYA
6h 47m1 stop
JetBlue Logo
10:16 am - 8:49 pmHYA-ORD
11h 33m1 stop
$778JetBlue
Find Deal
Tue, Sep 9 - Sun, Sep 14

JetBlue flights from Illinois to Hyannis

Our best JetBlue deals on Illinois to Hyannis flight tickets
JetBlue
Sep 1
ORD8:40 amChicago O'Hare Intl
7h 58m
1 stop
HYA5:38 pmHyannis Barnstable
Sep 6
HYA10:16 amHyannis Barnstable
9h 07m
1 stop
ORD6:23 pmChicago O'Hare Intl
$597
Find similar
JetBlue
Aug 23
ORD9:40 amChicago O'Hare Intl
6h 58m
1 stop
HYA5:38 pmHyannis Barnstable
Aug 26
HYA5:15 pmHyannis Barnstable
6h 13m
1 stop
ORD10:28 pmChicago O'Hare Intl
$615
Find similar
JetBlue
Sep 9
ORD9:51 amChicago O'Hare Intl
6h 47m
1 stop
HYA5:38 pmHyannis Barnstable
Sep 14
HYA10:16 amHyannis Barnstable
11h 33m
1 stop
ORD8:49 pmChicago O'Hare Intl
$778
Find similar

American Airlines flights from Illinois to Hyannis

Our best American Airlines deals on Illinois to Hyannis flight tickets
American Airlines
Aug 26
ORD5:00 amChicago O'Hare Intl
5h 40m
1 stop
HYA11:40 amHyannis Barnstable
Aug 30
HYA12:10 pmHyannis Barnstable
6h 10m
1 stop
ORD5:20 pmChicago O'Hare Intl
$305
Find similar
American Airlines
Aug 26
ORD6:00 amChicago O'Hare Intl
6h 13m
1 stop
HYA1:13 pmHyannis Barnstable
Aug 30
HYA3:25 pmHyannis Barnstable
3h 06m
ORD5:31 pmChicago O'Hare Intl
$320
Find similar
American Airlines
Aug 26
ORD7:30 pmChicago O'Hare Intl
15h 10m
2 stops
HYA11:40 amHyannis Barnstable
Aug 30
HYA2:41 pmHyannis Barnstable
5h 45m
1 stop
ORD7:26 pmChicago O'Hare Intl
$371
Find similar

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 August 11, 2025.
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

Tue 8/26

5:00 am-11:40 am

1 stop5h 40m

Hyannis Barnstable

Sat 8/30

12:10 pm-5:20 pm

1 stop6h 10m

$305

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/26

6:00 am-1:13 pm

1 stop6h 13m

Hyannis Barnstable

Sat 8/30

3:25 pm-5:31 pm

Nonstop3h 06m

$320

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/26

7:30 pm-11:40 am

2 stops15h 10m

Hyannis Barnstable

Sat 8/30

2:41 pm-7:26 pm

1 stop5h 45m

$371

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 8/25

6:00 am-1:13 pm

1 stop6h 13m

Hyannis Barnstable

Fri 8/29

1:44 pm-8:34 pm

1 stop7h 50m

$541

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 8/25

10:11 pm-11:40 am

2 stops12h 29m

Hyannis Barnstable

Fri 8/29

1:44 pm-8:34 pm

1 stop7h 50m

$564

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/26

8:12 pm-3:10 pm

2 stops17h 58m

Hyannis Barnstable

Sat 8/30

10:29 am-10:22 pm

2 stops12h 53m

$590

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 9/1

8:40 am-5:38 pm

1 stop7h 58m

Hyannis Barnstable

Sat 9/6

10:16 am-6:23 pm

1 stop9h 07m

$597

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/23

9:40 am-5:38 pm

1 stop6h 58m

Hyannis Barnstable

Tue 8/26

5:15 pm-10:28 pm

1 stop6h 13m

$615

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/26

8:47 pm-8:27 pm

3 stops22h 40m

Hyannis Barnstable

Sat 8/30

10:29 am-10:22 pm

2 stops12h 53m

$658

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 9/9

9:51 am-5:38 pm

1 stop6h 47m

Hyannis Barnstable

Sun 9/14

10:16 am-8:49 pm

1 stop11h 33m

$778

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 day to depart on your flight to Hyannis?

The cheapest day to depart from Illinois 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 Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $417.

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 are 1 cabin classes 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?

No. A direct flight is the cheapest option for a flight between Illinois to Hyannis.

Cheap Illinois to Hyannis flight deals and tips

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

Best Price Found

$199

Fastest flight time

2h 39m

Direct flights

Sun

Airports in Hyannis

1 airport
The best one-way flight to Hyannis from Illinois in the past 72 hours is $199. The best round-trip flight deal from Illinois to Hyannis found on momondo in the last 72 hours is $305.
The fastest flight from Illinois to Hyannis takes 2h 39m
Direct flights go from Illinois to Hyannis on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Hyannis: 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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