ORD

$68 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 2/2. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

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Everything you should know

Cheapest round-trip
$125
Overall average: $237
Delta
Tue 2/17Wed 2/25
BOS - ORD • 1 stop
Cheapest non-stop
$126
Typical prices: $164-$295
Delta
Fri 1/30Sat 1/31
BOS - ORD • Non-stop
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Flight Deals
Useful Info
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

Tue, Feb 17 - Wed, Feb 25
Delta Logo
5:00 pm - 10:05 pm
BOS
-
ORD
6h 05m1 stop
Delta Logo
10:35 am - 3:53 pm
ORD
-
BOS
4h 18m1 stop
$125Delta
Fri, Jan 30 - Sat, Jan 31
Delta Logo
7:30 am - 9:41 am
BOS
-
ORD
3h 11mnonstop
Delta Logo
2:00 pm - 5:29 pm
ORD
-
BOS
2h 29mnonstop
$126Delta
Mon, Feb 9 - Tue, Feb 17
Delta Logo
4:58 pm - 9:05 pm
BOS
-
ORD
5h 07m1 stop
Delta Logo
9:35 am - 4:20 pm
ORD
-
BOS
5h 45m1 stop
$127Delta
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
3:35 pm - 5:43 pm
BOS
-
ORD
3h 08mnonstop
JetBlue Logo
8:55 am - 12:21 pm
ORD
-
BOS
2h 26mnonstop
$128JetBlue
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
1:40 pm - 7:36 pm
BOS
-
ORD
6h 56m1 stop
JetBlue Logo
8:55 am - 12:21 pm
ORD
-
BOS
2h 26mnonstop
$130JetBlue
Mon, Jan 26 - Tue, Jan 27
Southwest Logo
9:35 am - 9:50 pm
BOS
-
ORD
13h 15m2 stops
Southwest Logo
1:45 pm - 9:45 pm
ORD
-
BOS
7h 00m1 stop
$134Southwest
Wed, Jan 21 - Fri, Jan 23
American Airlines Logo
2:18 pm - 11:27 pm
ORH
-
ORD
10h 09m2 stops
American Airlines Logo
8:56 pm - 1:58 pm
ORD
-
ORH
16h 02m1 stop
$164American Airlines
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
8:31 pm - 10:35 am
BDL
-
ORD
15h 04m1 stop
Frontier Logo
11:51 am - 11:24 am
ORD
-
BDL
22h 33m1 stop
$166Frontier
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
2:27 pm - 10:39 pm
BDL
-
ORD
9h 12m1 stop
Frontier Logo
5:05 am - 1:32 pm
ORD
-
BDL
7h 27m1 stop
$167Frontier
Wed, Jan 21 - Fri, Jan 23
American Airlines Logo
2:18 pm - 8:31 am
ORH
-
ORD
19h 13m2 stops
American Airlines Logo
8:18 pm - 1:58 pm
ORD
-
ORH
16h 40m2 stops
$170American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$68
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 2% 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.

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
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Elk Grove Village
Des Plaines
Hoffman Estates
Hammond
Willowbrook
Portage
South Holland
Delavan
Northbrook
Pleasant Prairie
Lansing
Elmhurst
Lisle
Valparaiso

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

Information on your arrival and departure airports

Chicago O'Hare Airport (ORD)