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 $90

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 43,740,974 times on KAYAK, and here is why:

Save 22% 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	$90

Best time to beat the crowds with an average 20% drop in price.

Most popular time to fly with an average 25% 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, +76 more

ANA, Aer Lingus, +77 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, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 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, +76 more

ANA, Aer Lingus, +77 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, Aeromexico, +76 more

ANA, Aer Lingus, +77 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +76 more

ANA, Aer Lingus, +77 more

See more direct flights

Book cheap flights from Massachusetts to Chicago

Recent round-trip flight deals

6/5Wed

2 stopsSpirit Airlines

17h 07mBOS-ORD

6/7Fri

1 stopSpirit Airlines

10h 36mORD-BOS

$140

6/11Tue

2 stopsSpirit Airlines

28h 08mBOS-ORD

6/13Thu

nonstopSpirit Airlines

2h 28mORD-BOS

$141

5/25Sat

1 stop

6h 00mBOS-ORD

5/28Tue

1 stop

5h 24mORD-BOS

$145

5/30Thu

1 stop

8h 01mBOS-ORD

6/2Sun

1 stop

14h 00mORD-BOS

$146

5/17Fri

1 stopFrontier

16h 04mBOS-ORD

5/22Wed

1 stopFrontier

5h 07mORD-BOS

$147

5/9Thu

1 stopFrontier

16h 51mBOS-ORD

5/16Thu

1 stopFrontier

19h 54mORD-BOS

$148

5/28Tue

nonstopAmerican Airlines

2h 56mBOS-ORD

5/31Fri

nonstopAmerican Airlines

2h 30mORD-BOS

$163

5/22Wed

nonstopJetBlue

2h 54mBOS-ORD

5/29Wed

nonstopJetBlue

2h 26mORD-BOS

$167

5/28Tue

nonstopAmerican Airlines

2h 56mBOS-ORD

6/1Sat

nonstopAmerican Airlines

2h 26mORD-BOS

$182

5/22Wed

nonstopJetBlue

2h 54mBOS-ORD

5/28Tue

nonstopJetBlue

2h 26mORD-BOS

$193

Recent one-way flight deals

5/17Fri

1 stopFrontier

16h 04mBOS-ORD

$90

5/15Wed

3 stopsSpirit Airlines

27h 11mBOS-ORD

$91

5/21Tue

nonstopJetBlue

2h 54mBOS-ORD

$95

5/8Wed

nonstopJetBlue

2h 54mBOS-ORD

$99

5/15Wed

1 stopDelta

5h 37mORH-ORD

$100

6/1Sat

nonstopUnited Airlines

2h 50mBOS-ORD

$100

6/15Sat

nonstopDelta

2h 58mBOS-ORD

$104

5/10Fri

nonstopAmerican Airlines

2h 56mBOS-ORD

$109

5/8Wed

nonstopUnited Airlines

2h 48mBOS-ORD

$110

6/1Sat

nonstopAmerican Airlines

3h 13mBOS-ORD

$114

Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

5/6Mon

multi-stopFrontier

27h 26mBOS-ORD

5/13Mon

multi-stopFrontier

22h 43mORD-BOS

$164

5/6Mon

multi-stopSpirit Airlines

19h 50mBOS-ORD

5/7Tue

multi-stopSpirit Airlines

25h 56mORD-BOS

$170

5/4Sat

multi-stop

15h 35mBOS-ORD

5/8Wed

multi-stop

7h 13mORD-BOS

$205

5/5Sun

multi-stop

16h 51mBOS-ORD

5/8Wed

multi-stop

7h 13mORD-BOS

$224

5/6Mon

multi-stopAmerican Airlines

4h 34mBOS-ORD

5/11Sat

nonstopAmerican Airlines

2h 17mORD-BOS

$233

5/4Sat

nonstopJetBlue

2h 53mBOS-ORD

5/8Wed

nonstopJetBlue

2h 29mORD-BOS

$283

5/5Sun

nonstopJetBlue

2h 53mBOS-ORD

5/9Thu

nonstopJetBlue

2h 29mORD-BOS

$284

5/5Sun

multi-stopAmerican Airlines

5h 45mBOS-ORD

5/7Tue

nonstopAmerican Airlines

2h 15mORD-BOS

$292

5/2Thu

multi-stopDelta

5h 22mBOS-ORD

5/9Thu

nonstopDelta

2h 27mORD-BOS

$293

5/6Mon

multi-stopDelta

4h 59mBOS-ORD

5/10Fri

nonstopDelta

2h 36mORD-BOS

$298

Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Massachusetts

Cabin classes:

$577

$400

$453

$145

Browse origins:

$62

Flights from Boston to Chicago O'Hare Intl Airport

$278

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

$306

Flights from Hyannis to Chicago O'Hare Intl Airport

$278

Flights from Nantucket Island to Chicago O'Hare Intl Airport

$278

Flights from Nantucket to Chicago O'Hare Intl Airport

$1,948

Flights from New Bedford to Chicago O'Hare Intl Airport

$665

Flights from Provincetown to Chicago O'Hare Intl Airport

$329

Flights from West Tisbury to Chicago O'Hare Intl Airport

$218

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

Browse destinations:

$62

Flights to Chicago O'Hare Intl Airport, Chicago

ORD

Find cheap flights from Massachusetts to Chicago O'Hare Airport from $90

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 5/17. 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

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

Search by stops

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Search by price

Recent one-way flight deals

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Search by airline

Search by price

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:

Browse origins:

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