ORD

$55 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 7/2. 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

Wed, Jul 2 - Wed, Jul 9
Spirit Airlines Logo
5:45 am - 6:44 pmBOS-ORD
13h 59m1 stop
Spirit Airlines Logo
10:00 am - 7:30 pmORD-BOS
8h 30m1 stop
$112Spirit Airlines
Find Deal
Wed, Jul 2 - Wed, Jul 16
Spirit Airlines Logo
5:45 am - 6:44 pmBOS-ORD
13h 59m1 stop
Spirit Airlines Logo
5:05 am - 7:34 pmORD-BOS
13h 29m1 stop
$124Spirit Airlines
Find Deal
Tue, Aug 5 - Fri, Aug 8
United Airlines Logo
6:07 am - 8:05 amBOS-ORD
2h 58mnonstop
United Airlines Logo
7:49 pm - 11:16 pmORD-BOS
2h 27mnonstop
$125United Airlines
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Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
7:26 pm - 9:25 pmBOS-ORD
2h 59mnonstop
American Airlines Logo
8:30 pm - 12:14 amORD-BOS
2h 44mnonstop
$126American Airlines
Find Deal
Thu, Aug 21 - Sun, Aug 24
American Airlines Logo
7:00 am - 9:05 amBOS-ORD
3h 05mnonstop
American Airlines Logo
7:00 am - 10:24 amORD-BOS
2h 24mnonstop
$131American Airlines
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Tue, Jul 8 - Wed, Jul 23
Delta Logo
7:20 am - 9:18 amBOS-ORD
2h 58mnonstop
Delta Logo
7:00 am - 10:31 amORD-BOS
2h 31mnonstop
$137Delta
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Thu, Aug 7 - Sun, Aug 10
Southwest Logo
3:00 pm - 8:10 pmBOS-ORD
6h 10m1 stop
Southwest Logo
1:50 pm - 8:35 pmORD-BOS
5h 45m1 stop
$142Southwest
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Tue, Jul 1 - Tue, Jul 8
United Airlines Logo
7:04 pm - 11:37 pmBOS-ORD
5h 33m1 stop
United Airlines Logo
8:05 pm - 11:32 pmORD-BOS
2h 27mnonstop
$143United Airlines
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Fri, Aug 22 - Sun, Aug 24
Southwest Logo
10:45 am - 4:25 pmBOS-ORD
6h 40m1 stop
Southwest Logo
7:30 am - 5:55 pmORD-BOS
9h 25m1 stop
$145Southwest
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Wed, Aug 27 - Tue, Sep 2
Delta Logo
7:55 pm - 9:54 pmBOS-ORD
2h 59mnonstop
Delta Logo
7:00 am - 10:30 amORD-BOS
2h 30mnonstop
$158Delta
Find Deal
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$55
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 0% 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.

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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