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 $36

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 43,983,279 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	$36

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

6/4Tue

2 stopsSpirit Airlines

20h 08mBOS-ORD

6/8Sat

nonstopSpirit Airlines

2h 29mORD-BOS

$136

7/23Tue

1 stopSpirit Airlines

9h 20mBOS-ORD

7/31Wed

nonstopSpirit Airlines

2h 28mORD-BOS

$137

5/29Wed

nonstopUnited Airlines

2h 50mBOS-ORD

6/5Wed

nonstopUnited Airlines

2h 20mORD-BOS

$139

5/25Sat

1 stop

8h 01mBOS-ORD

5/26Sun

1 stop

4h 57mORD-BOS

$151

5/7Tue

1 stop

9h 41mBOS-ORD

5/9Thu

1 stop

13h 17mORD-BOS

$155

6/4Tue

nonstopDelta

2h 55mBOS-ORD

6/8Sat

nonstopDelta

2h 31mORD-BOS

$162

5/28Tue

nonstopJetBlue

2h 54mBOS-ORD

5/31Fri

nonstopJetBlue

2h 26mORD-BOS

$168

5/26Sun

nonstopDelta

2h 58mBOS-ORD

5/29Wed

nonstopDelta

2h 27mORD-BOS

$178

5/11Sat

nonstopJetBlue

2h 54mBOS-ORD

5/14Tue

nonstopJetBlue

2h 29mORD-BOS

$194

5/6Mon

1 stopUnited Airlines

5h 40mBOS-ORD

5/20Mon

nonstopUnited Airlines

2h 21mORD-BOS

$261

Recent one-way flight deals

6/6Thu

nonstopSpirit Airlines

2h 54mBOS-ORD

$36

6/12Wed

nonstopSpirit Airlines

2h 54mBOS-ORD

$37

5/22Wed

nonstopJetBlue

2h 54mBOS-ORD

$64

5/8Wed

1 stopFrontier

27h 26mBOS-ORD

$70

5/18Sat

2 stopsFrontier

14h 29mBOS-ORD

$71

6/19Wed

nonstopUnited Airlines

2h 50mBOS-ORD

$84

5/16Thu

nonstopJetBlue

2h 54mBOS-ORD

$90

5/26Sun

1 stopDelta

7h 46mORH-ORD

$94

5/8Wed

1 stopDelta

5h 37mORH-ORD

$110

5/12Sun

1 stopUnited Airlines

4h 43mBOS-ORD

$114

Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

5/4Sat

multi-stop

15h 35mBOS-ORD

5/7Tue

multi-stop

7h 13mORD-BOS

$136

5/4Sat

multi-stopSpirit Airlines

12h 36mBOS-ORD

5/7Tue

multi-stopSpirit Airlines

25h 56mORD-BOS

$186

5/4Sat

multi-stopFrontier

27h 26mBOS-ORD

5/8Wed

multi-stopFrontier

22h 43mORD-BOS

$188

5/4Sat

nonstopDelta

3h 04mBOS-ORD

5/11Sat

nonstopDelta

2h 29mORD-BOS

$194

5/3Fri

multi-stopFrontier

15h 35mBOS-ORD

5/8Wed

multi-stopFrontier

22h 43mORD-BOS

$198

5/4Sat

nonstopUnited Airlines

2h 54mBOS-ORD

5/8Wed

nonstopUnited Airlines

2h 24mORD-BOS

$209

5/4Sat

multi-stopUnited Airlines

5h 40mBOS-ORD

5/8Wed

nonstopUnited Airlines

2h 24mORD-BOS

$218

5/1Wed

nonstopDelta

2h 54mBOS-ORD

5/29Wed

nonstopDelta

2h 27mORD-BOS

$243

5/1Wed

nonstopJetBlue

2h 53mBOS-ORD

5/29Wed

nonstopJetBlue

2h 26mORD-BOS

$247

5/2Thu

nonstopJetBlue

2h 53mBOS-ORD

5/5Sun

nonstopJetBlue

2h 29mORD-BOS

$359

Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Massachusetts

Cabin classes:

$545

$511

$453

$135

Browse origins:

$74

Flights from Boston to Chicago O'Hare Intl Airport

$293

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

$296

Flights from Hyannis to Chicago O'Hare Intl Airport

$293

Flights from Nantucket Island to Chicago O'Hare Intl Airport

$293

Flights from Nantucket to Chicago O'Hare Intl Airport

$1,948

Flights from New Bedford to Chicago O'Hare Intl Airport

$755

Flights from Provincetown to Chicago O'Hare Intl Airport

$316

Flights from West Tisbury to Chicago O'Hare Intl Airport

$193

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

Browse destinations:

$74

Flights to Chicago O'Hare Intl Airport, Chicago

ORD

Find cheap flights from Massachusetts to Chicago O'Hare Airport from $36

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 6/6. 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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