How does KAYAK find such low prices on flights from Massachusetts to Chicago O'Hare Airport?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Chicago O'Hare Airport. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Chicago O'Hare Airport?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Massachusetts to Chicago O'Hare Airport?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Massachusetts with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Chicago O'Hare Airport?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

Cheap Flights from Massachusetts to Chicago O'Hare (ORD) from $30

ORD

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

...and more

In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Low season	January
High season	June
Cheapest flight	$30

Best time to beat the crowds with an average 10% drop in price.

Most popular time to fly with an average 19% increase in price.

Flight from Boston to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Massachusetts to Chicago O'Hare Airport?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Chicago O'Hare Airport.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Chicago O'Hare Airport?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Massachusetts to Chicago O'Hare Airport?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Massachusetts with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Chicago O'Hare Airport?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Nonstop departures

Massachusetts to Chicago O'Hare Intl

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Massachusetts

Monday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Wednesday

ANA, Aer Lingus, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Thursday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights

Book cheap flights from Massachusetts to Chicago

Recent round-trip flight deals

6/4Tue

1 stopSpirit Airlines

10h 17mBOS-ORD

6/5Wed

nonstopSpirit Airlines

2h 29mORD-BOS

$53

6/4Tue

1 stopSpirit Airlines

12h 03mBOS-ORD

6/5Wed

nonstopSpirit Airlines

2h 29mORD-BOS

$54

5/29Wed

1 stop

11h 25mBOS-ORD

6/1Sat

1 stop

6h 08mORD-BOS

$115

5/18Sat

1 stop

16h 09mBOS-ORD

5/21Tue

1 stop

11h 01mORD-BOS

$120

5/18Sat

2 stopsFrontier

14h 29mBOS-ORD

5/21Tue

1 stopFrontier

19h 54mORD-BOS

$133

6/1Sat

nonstopAmerican Airlines

3h 13mBOS-ORD

6/5Wed

nonstopAmerican Airlines

2h 26mORD-BOS

$147

7/11Thu

1 stopFrontier

5h 09mBOS-ORD

7/13Sat

1 stopFrontier

4h 17mORD-BOS

$160

5/28Tue

nonstopJetBlue

2h 54mBOS-ORD

5/31Fri

nonstopJetBlue

2h 26mORD-BOS

$167

5/27Mon

nonstopJetBlue

2h 54mBOS-ORD

5/31Fri

nonstopJetBlue

2h 26mORD-BOS

$193

5/30Thu

nonstopAmerican Airlines

3h 04mBOS-ORD

6/1Sat

1 stopAmerican Airlines

4h 40mORD-BOS

$196

Recent one-way flight deals

6/12Wed

nonstopSpirit Airlines

2h 54mBOS-ORD

$30

6/6Thu

nonstopSpirit Airlines

2h 54mBOS-ORD

$31

5/15Wed

1 stopFrontier

14h 36mBOS-ORD

$66

6/5Wed

nonstopJetBlue

2h 54mBOS-ORD

$69

8/22Thu

1 stopFrontier

5h 09mBOS-ORD

$72

6/1Sat

nonstopJetBlue

2h 55mBOS-ORD

$79

6/4Tue

1 stopDelta

5h 37mORH-ORD

$100

5/27Mon

1 stopUnited Airlines

5h 30mBOS-ORD

$100

5/14Tue

1 stopDelta

5h 37mORH-ORD

$104

5/21Tue

nonstopUnited Airlines

2h 53mBOS-ORD

$124

Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

5/13Mon

multi-stopFrontier

15h 35mBOS-ORD

5/18Sat

multi-stopFrontier

14h 47mORD-BOS

$135

5/13Mon

multi-stopFrontier

15h 35mBOS-ORD

5/16Thu

multi-stopFrontier

19h 54mORD-BOS

$155

5/13Mon

multi-stopSpirit Airlines

20h 13mBOS-ORD

5/15Wed

multi-stopSpirit Airlines

13h 16mORD-BOS

$175

5/13Mon

multi-stopSpirit Airlines

20h 13mBOS-ORD

5/14Tue

multi-stopSpirit Airlines

25h 11mORD-BOS

$194

5/13Mon

nonstopJetBlue

2h 54mBOS-ORD

5/13Mon

nonstopJetBlue

2h 26mORD-BOS

$223

5/9Thu

multi-stop

16h 51mBOS-ORD

5/21Tue

multi-stop

11h 01mORD-BOS

$224

5/13Mon

nonstopAmerican Airlines

2h 56mBOS-ORD

5/18Sat

multi-stopAmerican Airlines

5h 16mORD-BOS

$226

5/13Mon

nonstopAmerican Airlines

2h 56mBOS-ORD

5/13Mon

multi-stopAmerican Airlines

5h 37mORD-BOS

$227

5/12Sun

multi-stop

16h 51mBOS-ORD

5/14Tue

multi-stop

22h 16mORD-BOS

$238

5/11Sat

nonstopJetBlue

2h 54mBOS-ORD

5/28Tue

nonstopJetBlue

2h 26mORD-BOS

$309

Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Massachusetts

Cabin classes:

$568

$504

$426

$146

Browse origins:

$61

Flights from Boston to Chicago O'Hare Intl Airport

$268

Flights from Cape Cod and the Islands to Chicago O'Hare Intl Airport

$535

Flights from Hyannis to Chicago O'Hare Intl Airport

$268

Flights from Nantucket Island to Chicago O'Hare Intl Airport

$268

Flights from Nantucket to Chicago O'Hare Intl Airport

$1,269

Flights from New Bedford to Chicago O'Hare Intl Airport

$644

Flights from Provincetown to Chicago O'Hare Intl Airport

$314

Flights from West Tisbury to Chicago O'Hare Intl Airport

$193

Flights from Worcester, Massachusetts to Chicago O'Hare Intl Airport

Browse destinations:

$61

Flights to Chicago O'Hare Intl Airport, Chicago

ORD

Find cheap flights from Massachusetts to Chicago O'Hare Airport from $30

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

Good to know

Low season

High season

Cheapest flight

FAQs for booking Massachusetts to Chicago O'Hare Airport flights

How does KAYAK find such low prices on flights from Massachusetts to Chicago O'Hare Airport?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Chicago O'Hare Airport?

What is the Hacker Fare option on flights from Massachusetts to Chicago O'Hare Airport?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Chicago O'Hare Airport?

Prefer to fly non-stop from Massachusetts to Chicago O'Hare Airport?

Massachusetts to Chicago O'Hare Intl

Chicago O'Hare Intl to Massachusetts

Book cheap flights from Massachusetts to Chicago

Recent round-trip flight deals

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Recent one-way flight deals

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Search by airline

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Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

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Flights to Chicago O'Hare Airport

Destination:

Return flight deals:

Cabin classes:

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