What is the cheapest airline that flies from Hyannis Barnstable to Chicago?

JetBlue and American Airlines are the most popular carriers operating from Hyannis Barnstable to Chicago

What airlines fly to Chicago?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago from Hyannis according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Hyannis Barnstable Airport to Chicago are updated daily.

How old do you have to be to fly from Hyannis Barnstable Airport to Chicago?

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 Hyannis Barnstable Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago 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.

$100 Cheap Flights from Hyannis to Chicago in 2025

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Find the cheapest flights from Hyannis to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

12:10 pm - 5:20 pmHYA-ORD

6h 10m1 stop

5:00 am - 11:37 amORD-HYA

5h 37m1 stop

$279American Airlines

Find Deal

Thu, Aug 28 - Sun, Aug 31

1:44 pm - 7:02 pmHYA-ORD

6h 18m1 stop

5:20 am - 1:10 pmORD-HYA

6h 50m1 stop

$292American Airlines

Find Deal

Wed, Aug 6 - Sat, Aug 9

1:44 pm - 7:02 pmHYA-ORD

6h 18m1 stop

11:12 am - 2:51 pmORD-HYA

2h 39mnonstop

$307American Airlines

Find Deal

Wed, Aug 6 - Sat, Aug 9

12:10 pm - 5:20 pmHYA-ORD

6h 10m1 stop

9:07 pm - 11:40 amORD-HYA

13h 33m2 stops

$315American Airlines

Find Deal

Thu, Aug 28 - Sun, Aug 31

12:20 pm - 5:55 pmHYA-ORD

6h 35m1 stop

5:00 am - 11:50 amORD-HYA

5h 50m1 stop

$343American Airlines

Find Deal

Wed, Jul 23 - Sun, Jul 27

5:15 pm - 10:28 pmHYA-ORD

6h 13m1 stop

8:40 am - 8:27 pmORD-HYA

10h 47m1 stop

$369

Find Deal

Tue, Aug 19 - Thu, Aug 21

1:44 pm - 11:25 pmHYA-ORD

10h 41m2 stops

5:20 am - 1:10 pmORD-HYA

6h 50m1 stop

$403American Airlines

Find Deal

Wed, Aug 6 - Sat, Aug 9

5:15 pm - 10:33 pmHYA-ORD

6h 18m1 stop

8:40 am - 5:38 pmORD-HYA

7h 58m1 stop

$472JetBlue

Find Deal

Wed, Jul 23 - Wed, Jul 30

5:15 pm - 10:28 pmHYA-ORD

6h 13m1 stop

9:42 am - 5:38 pmORD-HYA

6h 56m1 stop

$486JetBlue

Find Deal

Tue, Aug 19 - Fri, Sep 19

5:15 pm - 10:33 pmHYA-ORD

6h 18m1 stop

8:40 am - 3:45 pmORD-HYA

6h 05m1 stop

$528JetBlue

Find Deal

Wed, Jul 23 - Sun, Jul 27

American Airlines flights from Hyannis to Chicago

Our best American Airlines deals on Hyannis to Chicago flight tickets

American Airlines

Aug 28

HYA12:10 pmHyannis Barnstable

6h 10m

1 stop

ORD5:20 pmChicago O'Hare Intl

Aug 31

ORD5:00 amChicago O'Hare Intl

5h 37m

1 stop

HYA11:37 amHyannis Barnstable

$279

Find similar

American Airlines

Aug 6

HYA1:44 pmHyannis Barnstable

6h 18m

1 stop

ORD7:02 pmChicago O'Hare Intl

Aug 9

ORD5:20 amChicago O'Hare Intl

6h 50m

1 stop

HYA1:10 pmHyannis Barnstable

$292

Find similar

American Airlines

Aug 6

HYA1:44 pmHyannis Barnstable

6h 18m

1 stop

ORD7:02 pmChicago O'Hare Intl

Aug 9

ORD11:12 amChicago O'Hare Intl

2h 39m

HYA2:51 pmHyannis Barnstable

$307

Find similar

JetBlue flights from Hyannis to Chicago

Our best JetBlue deals on Hyannis to Chicago flight tickets

JetBlue

Jul 23

HYA5:15 pmHyannis Barnstable

6h 18m

1 stop

ORD10:33 pmChicago O'Hare Intl

Jul 30

ORD8:40 amChicago O'Hare Intl

7h 58m

1 stop

HYA5:38 pmHyannis Barnstable

$472

Find similar

JetBlue

Aug 19

HYA5:15 pmHyannis Barnstable

6h 13m

1 stop

ORD10:28 pmChicago O'Hare Intl

Sep 19

ORD9:42 amChicago O'Hare Intl

6h 56m

1 stop

HYA5:38 pmHyannis Barnstable

$486

Find similar

JetBlue

Jul 23

HYA5:15 pmHyannis Barnstable

6h 18m

1 stop

ORD10:33 pmChicago O'Hare Intl

Jul 27

ORD8:40 amChicago O'Hare Intl

6h 05m

1 stop

HYA3:45 pmHyannis Barnstable

$528

Find similar

How to get the cheapest flight ticket from Hyannis to Chicago

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

Prices

Airlines

Other information

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $309. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Hyannis to Chicago for around $416.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Hyannis to Chicago during this time can be as low as $263. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $350.

What is the cheapest Hyannis Barnstable to Chicago flight route?

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

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

There are 1 cabin classes available to choose from on Hyannis Barnstable to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Hyannis to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Hyannis to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Hyannis to Chicago (HYA to CHI) flight deals and tips

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

Best Price Found	$100
Fastest flight time	3h 06m
Direct flights	Sun
Airports in Chicago	1 airport

The best one-way flight to Chicago from Hyannis in the past 72 hours is $100. The best round-trip flight deal from Hyannis to Chicago found on momondo in the last 72 hours is $279.

The fastest flight from Hyannis to Chicago takes 3h 06m

Direct flights go from Hyannis to Chicago on Sunday. The only airline offering direct flights is American Airlines.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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How far is Hyannis Barnstable to Chicago by plane?
Chicago is 891.6 mi away from Hyannis Barnstable. A reasonable flight in good conditions will take 4h 50m.
When did momondo last update prices for flights from Hyannis Barnstable Airport to Chicago?
Prices for flights from Hyannis Barnstable Airport to Chicago are updated daily.
How old do you have to be to fly from Hyannis Barnstable Airport to Chicago?
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 Hyannis Barnstable Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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?
Based on momondo bookings for flights between Hyannis and Chicago, the leading plane model is Embraer 175, making up 50.00% of the total bookings. Other popular models include Boeing 737 MAX 8 with 10.00%, Airbus A319 with 10.00%, and Airbus A220-300 with 10.00%.

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Why use momondo?

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

It is quick and easy to find Hyannis to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Flights from Hyannis to Chicago 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 Hyannis to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Hyannis to Chicago.

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

Price alerts on flights to Chicago from Hyannis are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.