ORD

$96 Find Cheap Flights from Massachusetts to Chicago O'Hare Airport - Compare and Save

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 8/11. 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, 0 bags

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Flight Deals

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 12 - Sun, Sep 13
JetBlue Logo
6:55 am - 8:46 am
BOS
-
ORD
2h 51mnonstop
JetBlue Logo
6:20 am - 1:44 pm
ORD
-
BOS
6h 24m
1 stop
$188JetBlue
Sat, Sep 12 - Sun, Sep 13
JetBlue Logo
4:00 pm - 10:06 pm
BOS
-
ORD
7h 06m
1 stop
JetBlue Logo
6:20 am - 1:44 pm
ORD
-
BOS
6h 24m
1 stop
$189JetBlue
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
5:23 pm - 11:44 pm
ORH
-
ORD
7h 21m
1 stop
American Airlines Logo
6:29 am - 4:49 pm
ORD
-
ORH
9h 20m
1 stop
$226American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
5:23 pm - 11:44 pm
ORH
-
ORD
7h 21m
1 stop
American Airlines Logo
8:47 am - 4:49 pm
ORD
-
ORH
7h 02m
1 stop
$227American Airlines
Tue, Oct 20 - Tue, Oct 27
Delta Logo
4:15 pm - 8:43 pm
ORH
-
ORD
5h 28m
1 stop
Delta Logo
7:00 am - 2:37 pm
ORD
-
ORH
6h 37m
1 stop
$232Delta
Sun, Aug 2 - Thu, Aug 6
Delta Logo
5:40 pm - 10:36 pm
ORH
-
ORD
5h 56m
1 stop
Delta Logo
5:30 am - 5:00 pm
ORD
-
ORH
10h 30m
2 stops
$240Delta
Sun, Aug 23 - Sat, Aug 29
Multiple Airlines Logo
1:15 pm - 7:53 am
ALB
-
ORD
19h 38m
2 stops
Multiple Airlines Logo
8:05 am - 10:25 am
ORD
-
ALB
25h 20m
1 stop
$278Multiple Airlines
Sat, Oct 31 - Mon, Nov 2
United Airlines Logo
10:37 am - 4:55 pm
BDL
-
ORD
7h 18m
1 stop
United Airlines Logo
8:45 am - 1:49 pm
ORD
-
BDL
4h 04m
1 stop
$292United Airlines
Thu, Oct 1 - Thu, Oct 8
United Airlines Logo
12:38 pm - 2:23 pm
BDL
-
ORD
2h 45mnonstop
United Airlines Logo
2:30 pm - 5:53 pm
ORD
-
BDL
2h 23mnonstop
$296United Airlines
Tue, Aug 4 - Tue, Aug 11
Multiple Airlines Logo
1:42 pm - 11:27 pm
BDL
-
ORD
10h 45m
1 stop
Multiple Airlines Logo
6:30 pm - 12:20 am
ORD
-
BDL
4h 50m
1 stop
$298Multiple Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$96
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 16% 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.

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

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)