ORD

$94 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 8/28. 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

Mon, Aug 24 - Mon, Aug 31
JetBlue Logo
4:55 pm - 9:58 pm
BOS
-
ORD
6h 03m
1 stop
JetBlue Logo
9:35 am - 6:57 pm
ORD
-
BOS
8h 22m
1 stop
$176JetBlue
Tue, Aug 4 - Thu, Aug 6
JetBlue Logo
5:01 am - 8:50 am
BOS
-
ORD
4h 49m
1 stop
JetBlue Logo
9:35 am - 6:57 pm
ORD
-
BOS
8h 22m
1 stop
$179JetBlue
Tue, Aug 4 - Thu, Aug 6
JetBlue Logo
5:01 am - 8:50 am
BOS
-
ORD
4h 49m
1 stop
JetBlue Logo
6:00 am - 2:24 pm
ORD
-
BOS
7h 24m
1 stop
$182JetBlue
Wed, Oct 14 - Tue, Oct 20
Delta Logo
4:15 pm - 8:43 pm
ORH
-
ORD
5h 28m
1 stop
Delta Logo
8:36 am - 2:59 pm
ORD
-
ORH
5h 23m
1 stop
$212Delta
Fri, Jul 31 - Tue, Aug 4
American Airlines Logo
5:16 pm - 9:10 am
ORH
-
ORD
16h 54m
1 stop
American Airlines Logo
6:37 am - 4:51 pm
ORD
-
ORH
9h 14m
1 stop
$230American Airlines
Fri, Aug 28 - Wed, Sep 2
American Airlines Logo
5:23 pm - 11:08 am
ORH
-
ORD
18h 45m
1 stop
American Airlines Logo
6:45 am - 4:58 pm
ORD
-
ORH
9h 13m
1 stop
$232American Airlines
Tue, Jul 28 - Wed, Jul 29
Delta Logo
5:40 pm - 10:36 pm
ORH
-
ORD
5h 56m
1 stop
Delta Logo
6:35 am - 5:00 pm
ORD
-
ORH
9h 25m
2 stops
$240Delta
Mon, Aug 10 - Mon, Aug 10
United Airlines Logo
6:10 am - 7:47 am
ALB
-
ORD
2h 37mnonstop
United Airlines Logo
6:15 pm - 9:27 pm
ORD
-
ALB
2h 12mnonstop
$276United Airlines
Sat, Aug 15 - Thu, Aug 20
United Airlines Logo
6:00 am - 7:33 am
ALB
-
ORD
2h 33mnonstop
United Airlines Logo
11:59 am - 3:04 pm
ORD
-
ALB
2h 05mnonstop
$280United Airlines
Thu, Sep 3 - Thu, Sep 3
Frontier Logo
1:42 pm - 11:27 pm
BDL
-
ORD
10h 45m
1 stop
Frontier Logo
12:44 am - 12:47 pm
ORD
-
BDL
11h 03m
1 stop
$298Frontier
Useful Info

Good to know

Low season

January

Cheapest flight

$94
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 13% 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)