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$35 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 7/6. 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.
1 adult
0 bags
sáb. 7/6
sáb. 7/13

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In the last 7 days travelers have searched 43,995,393 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$35
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Boston to Chicago O'Hare Airport

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?

    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.

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

Find which airlines fly direct from Massachusetts to O'Hare Intl, which days they fly and book direct flights.

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, Aeromexico, +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, Aeromexico, +77 more

ANA, Aer Lingus, +78 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

See more direct flights
See more direct flights

Book cheap flights from Massachusetts to Chicago

Recent round-trip flight deals

6/18mar.
nonstopSpirit Airlines
2h 54mBOS-ORD
6/25mar.
nonstopSpirit Airlines
2h 28mORD-BOS
$51
7/2mar.
nonstopSpirit Airlines
2h 54mBOS-ORD
7/16mar.
nonstopSpirit Airlines
2h 26mORD-BOS
$57
8/28mié.
nonstop
2h 53mBOS-ORD
9/3mar.
1 stop
5h 45mORD-BOS
$90
7/30mar.
1 stop
12h 31mBOS-ORD
8/13mar.
1 stop
5h 45mORD-BOS
$107
8/14mié.
nonstopAmerican Airlines
2h 53mBOS-ORD
8/24sáb.
nonstopAmerican Airlines
2h 18mORD-BOS
$157
7/30mar.
1 stopFrontier
5h 44mBOS-ORD
8/9vie.
1 stopFrontier
14h 31mORD-BOS
$162
7/2mar.
1 stopJetBlue
8h 38mBOS-ORD
7/23mar.
nonstopJetBlue
2h 26mORD-BOS
$167
8/16vie.
nonstopAmerican Airlines
2h 53mBOS-ORD
8/19lun.
nonstopAmerican Airlines
2h 18mORD-BOS
$177
6/25mar.
1 stopFrontier
6h 12mBDL-ORD
7/4jue.
1 stopFrontier
9h 07mORD-BDL
$177
7/1lun.
nonstopJetBlue
2h 54mBOS-ORD
7/4jue.
1 stopJetBlue
8h 32mORD-BOS
$182

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Recent one-way flight deals

7/6sáb.
nonstopSpirit Airlines
2h 54mBOS-ORD
$35
6/20jue.
nonstopSpirit Airlines
2h 54mBOS-ORD
$37
8/12lun.
1 stopFrontier
5h 49mBOS-ORD
$53
6/27jue.
nonstopJetBlue
2h 54mBOS-ORD
$58
9/23lun.
1 stopFrontier
17h 17mBDL-ORD
$68
8/17sáb.
nonstopUnited Airlines
2h 50mBOS-ORD
$69
6/24lun.
nonstopJetBlue
2h 54mBOS-ORD
$79
9/2lun.
nonstopAmerican Airlines
2h 55mBOS-ORD
$89
8/14mié.
nonstopUnited Airlines
2h 27mALB-ORD
$109
7/4jue.
nonstopAmerican Airlines
2h 35mBDL-ORD
$129

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Last minute flights from Massachusetts to O'Hare Intl

Last minute flight, train and bus deals

6/11mar.
multi-stopSpirit Airlines
21h 30mBOS-ORD
6/18mar.
nonstopSpirit Airlines
2h 28mORD-BOS
$80
6/10lun.
nonstopSpirit Airlines
2h 54mBOS-ORD
6/19mié.
nonstopSpirit Airlines
2h 29mORD-BOS
$84
6/11mar.
multi-stop
5h 18mBDL-ORD
6/13jue.
multi-stop
7h 22mORD-BDL
$145
6/11mar.
nonstopUnited Airlines
2h 50mBOS-ORD
6/13jue.
nonstopUnited Airlines
2h 35mORD-BOS
$163
6/11mar.
nonstopDelta
2h 57mBOS-ORD
6/12mié.
nonstopDelta
2h 28mORD-BOS
$172
6/10lun.
multi-stop
16h 52mBOS-ORD
6/15sáb.
nonstop
2h 29mORD-BOS
$181
6/10lun.
multi-stopFrontier
12h 02mBDL-ORD
6/13jue.
multi-stopFrontier
9h 07mORD-BDL
$183
6/11mar.
multi-stopFrontier
6h 12mBDL-ORD
6/13jue.
multi-stopFrontier
9h 07mORD-BDL
$209
6/10lun.
nonstopDelta
2h 57mBOS-ORD
6/12mié.
nonstopDelta
2h 28mORD-BOS
$252
6/11mar.
multi-stopUnited Airlines
9h 47mALB-ORD
6/11mar.
nonstopUnited Airlines
2h 07mORD-ALB
$438

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Flights to Chicago O'Hare Airport

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Massachusetts

Cabin classes:

$408
$369
$274
$114

Browse origins:

$291
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$645
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$223
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$199
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$139
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