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>

$41 CHEAP FLIGHTS from Massachusetts to Chicago O'Hare (ORD)

ORD

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In the last 7 days travelers have searched 46,479,581 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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World’s Best Airfare Search Site for 2024

Low season	January
High season	August
Cheapest flight	$41

Best time to beat the crowds with an average 5% drop in price.

Most popular time to fly and prices are also 11% lower on average.

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, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +73 more

ANA, Aer Lingus, +74 more

Wednesday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Saturday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Sunday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

See more direct flights

Nonstop returns

Chicago O'Hare Intl to Massachusetts

Monday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Tuesday

ANA, Aer Lingus, Aeromexico, +73 more

ANA, Aer Lingus, +74 more

Wednesday

ANA, Aer Lingus, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Thursday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Friday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Saturday

ANA, Aer Lingus, Aeromexico, +74 more

ANA, Aer Lingus, +75 more

Sunday

ANA, Aer Lingus, Aeromexico, +75 more

ANA, Aer Lingus, +76 more

See more direct flights

Book cheap flights from Massachusetts to Chicago

Recent round-trip flight deals

11/16Sat

1 stopFrontier

12h 41mBOS-ORD

11/18Mon

1 stopFrontier

9h 54mORD-BOS

$108

11/12Tue

1 stopSpirit Airlines

7h 30mBOS-ORD

11/18Mon

nonstopSpirit Airlines

2h 19mORD-BOS

$109

11/12Tue

nonstop

3h 10mBOS-ORD

11/15Fri

1 stop

27h 08mORD-BOS

$113

11/16Sat

1 stop

12h 41mBOS-ORD

11/21Thu

nonstop

2h 19mORD-BOS

$114

11/13Wed

nonstopDelta

3h 01mBOS-ORD

11/16Sat

nonstopDelta

2h 21mORD-BOS

$117

12/13Fri

nonstopJetBlue

3h 06mBOS-ORD

1/11Sat

nonstopJetBlue

2h 30mORD-BOS

$120

12/9Mon

nonstopJetBlue

3h 06mBOS-ORD

12/9Mon

1 stopJetBlue

4h 29mORD-BOS

$121

11/13Wed

nonstopDelta

3h 01mBOS-ORD

11/17Sun

nonstopDelta

2h 20mORD-BOS

$130

11/22Fri

nonstopAmerican Airlines

3h 02mBOS-ORD

11/24Sun

nonstopAmerican Airlines

2h 19mORD-BOS

$151

12/4Wed

nonstopAmerican Airlines

3h 02mBOS-ORD

12/4Wed

1 stopAmerican Airlines

4h 45mORD-BOS

$187

Recent one-way flight deals

11/17Sun

nonstopSpirit Airlines

3h 10mBOS-ORD

$41

12/3Tue

1 stopSpirit Airlines

9h 31mBOS-ORD

$46

11/6Wed

1 stopFrontier

8h 32mBOS-ORD

$50

12/9Mon

1 stopFrontier

7h 49mBOS-ORD

$54

2/5Wed

nonstopAmerican Airlines

3h 09mBOS-ORD

$58

12/7Sat

nonstopJetBlue

3h 06mBOS-ORD

$59

12/6Fri

nonstopJetBlue

3h 06mBOS-ORD

$62

1/31Fri

nonstopDelta

3h 11mBOS-ORD

$79

12/25Wed

nonstopAmerican Airlines

3h 04mBOS-ORD

$89

11/9Sat

1 stopDelta

6h 27mBOS-ORD

$158

Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

11/2Sat

multi-stopFrontier

8h 34mBOS-ORD

11/6Wed

multi-stopFrontier

9h 02mORD-BOS

$100

11/2Sat

multi-stopFrontier

8h 34mBOS-ORD

11/7Thu

multi-stopFrontier

4h 26mORD-BOS

$103

11/2Sat

multi-stop

8h 34mBOS-ORD

11/8Fri

nonstop

2h 19mORD-BOS

$126

11/2Sat

multi-stop

8h 34mBOS-ORD

11/4Mon

multi-stop

7h 39mORD-BOS

$133

11/5Tue

nonstopJetBlue

3h 06mBOS-ORD

11/9Sat

nonstopJetBlue

2h 18mORD-BOS

$161

11/5Tue

nonstopDelta

2h 51mBOS-ORD

11/10Sun

nonstopDelta

2h 24mORD-BOS

$169

11/5Tue

multi-stopJetBlue

5h 02mBOS-ORD

11/9Sat

nonstopJetBlue

2h 18mORD-BOS

$170

11/5Tue

multi-stopSpirit Airlines

26h 14mBOS-ORD

11/7Thu

nonstopSpirit Airlines

2h 18mORD-BOS

$189

11/4Mon

nonstopSpirit Airlines

2h 52mBOS-ORD

11/14Thu

nonstopSpirit Airlines

2h 18mORD-BOS

$195

11/3Sun

multi-stopDelta

4h 49mBOS-ORD

11/7Thu

nonstopDelta

2h 24mORD-BOS

$247

Everything you need to know for your flight to O'Hare Intl

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)

Cabin class types available on flights to O'Hare Intl

First Class flights to O'Hare Intl, Chicagofrom $505

Business Class flights to O'Hare Intl, Chicagofrom $480

Prem Econ Class flights to O'Hare Intl, Chicagofrom $407

Economy Class flights to O'Hare Intl, Chicagofrom $116

Flights to other popular destinations

Flights from domestic origins to Massachusetts

Flights from Albany to Chicago O'Hare Intl Airport

Flights from Boston to Chicago O'Hare Intl Airportfrom $80

Flights from Cape Cod and the Islands to Chicago O'Hare Intl Airportfrom $433

Flights from Hartford to Chicago O'Hare Intl Airport

Flights from Hyannis to Chicago O'Hare Intl Airportfrom $433

Flights from Nantucket Island to Chicago O'Hare Intl Airportfrom $644

Flights from Nantucket to Chicago O'Hare Intl Airportfrom $644

Flights from New Bedford to Chicago O'Hare Intl Airportfrom $928

Flights from Provincetown to Chicago O'Hare Intl Airportfrom $574

Flights from West Tisbury to Chicago O'Hare Intl Airportfrom $553

Flights from Worcester to Chicago O'Hare Intl Airportfrom $212

Flights from Worldwide to Chicago O'Hare Intl Airportfrom $113

Flights

United States

Massachusetts

ORD

$41 Find Cheap Flights from Massachusetts to Chicago O'Hare Airport

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 11/17. 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

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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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Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

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Everything you need to know for your flight to O'Hare Intl

Information on your arrival and departure airports