ORD

$66 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 9/27. 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
1 adult, Economy

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Cheap Flights from Massachusetts to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Massachusetts to O'Hare Intl

Sat, Sep 13 - Wed, Sep 17
Logo
8:38 am - 4:45 pmBOS-ORD
9h 07m1 stop
Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
$129
Find Deal
Wed, Sep 17 - Wed, Sep 24
Spirit Airlines Logo
3:00 pm - 10:48 pmBOS-ORD
8h 48m1 stop
Spirit Airlines Logo
11:57 am - 11:57 pmORD-BOS
11h 00m1 stop
$135Spirit Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
7:20 am - 9:15 amBOS-ORD
2h 55mnonstop
Delta Logo
7:00 am - 10:30 amORD-BOS
2h 30mnonstop
$137Delta
Find Deal
Wed, Oct 8 - Wed, Oct 15
American Airlines Logo
5:24 am - 7:25 amBOS-ORD
3h 01mnonstop
American Airlines Logo
7:32 pm - 11:02 pmORD-BOS
2h 30mnonstop
$139American Airlines
Find Deal
Mon, Sep 8 - Fri, Sep 12
Frontier Logo
8:47 am - 4:51 pmBOS-ORD
9h 04m1 stop
Frontier Logo
6:21 pm - 7:43 amORD-BOS
12h 22m1 stop
$144Frontier
Find Deal
Fri, Sep 19 - Sun, Sep 21
United Airlines Logo
6:10 am - 8:05 amBOS-ORD
2h 55mnonstop
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
$150United Airlines
Find Deal
Fri, Jan 23 - Sun, Jan 25
American Airlines Logo
3:25 pm - 10:51 amORH-ORD
20h 26m1 stop
American Airlines Logo
5:20 pm - 2:53 pmORD-ORH
20h 33m1 stop
$154American Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 15
Delta Logo
7:20 am - 9:15 amBOS-ORD
2h 55mnonstop
Delta Logo
6:59 pm - 10:40 pmORD-BOS
2h 41mnonstop
$158Delta
Find Deal
Sun, Sep 7 - Fri, Sep 12
Frontier Logo
8:47 am - 4:51 pmBOS-ORD
9h 04m1 stop
Frontier Logo
6:21 pm - 7:43 amORD-BOS
12h 22m1 stop
$164Frontier
Find Deal
Fri, Sep 12 - Mon, Sep 15
United Airlines Logo
1:00 pm - 5:10 pmBOS-ORD
5h 10m1 stop
United Airlines Logo
6:30 am - 9:56 amORD-BOS
2h 26mnonstop
$167United Airlines
Find Deal
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Good to know

Low seasonJanuary
Cheapest flight$66
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.

Traveling to a place near O'Hare Intl?

Book flights to O'Hare Intl if you plan to visit one of these locations
Gurnee
South Haven
Oak Brook
Merrillville
Saint Joseph
Tinley Park
Elk Grove Village
Des Plaines
Hammond
Hoffman Estates
Willowbrook
Portage
Delavan
Northbrook
Pleasant Prairie
Valparaiso
South Holland
Lisle
Lansing
Elmhurst

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

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)

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