ORD

$93 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 9/5. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

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

Fri, Aug 28 - Sun, Aug 30
JetBlue Logo
8:15 am - 10:11 am
BOS
-
ORD
2h 56mnonstop
JetBlue Logo
8:20 pm - 11:51 pm
ORD
-
BOS
2h 31mnonstop
$163JetBlue
Fri, Aug 14 - Sun, Aug 16
United Airlines Logo
7:05 am - 9:04 am
BOS
-
ORD
2h 59mnonstop
United Airlines Logo
9:40 pm - 1:11 am
ORD
-
BOS
2h 31mnonstop
$165United Airlines
Tue, Jul 28 - Thu, Aug 6
United Airlines Logo
9:50 am - 11:43 am
BOS
-
ORD
2h 53mnonstop
United Airlines Logo
9:41 pm - 1:14 am
ORD
-
BOS
2h 33mnonstop
$166United Airlines
Thu, Aug 13 - Mon, Aug 17
Delta Logo
7:30 am - 9:26 am
BOS
-
ORD
2h 56mnonstop
Delta Logo
7:30 pm - 11:00 pm
ORD
-
BOS
2h 30mnonstop
$169Delta
Thu, Aug 13 - Mon, Aug 17
Delta Logo
7:30 am - 9:26 am
BOS
-
ORD
2h 56mnonstop
Delta Logo
7:30 pm - 11:00 pm
ORD
-
BOS
2h 30mnonstop
$170Delta
Mon, Aug 3 - Mon, Aug 10
American Airlines Logo
5:16 pm - 10:38 am
ORH
-
ORD
18h 22m
1 stop
American Airlines Logo
6:45 am - 4:58 pm
ORD
-
ORH
9h 13m
1 stop
$192American Airlines
Tue, Jul 28 - Mon, Aug 3
American Airlines Logo
5:16 pm - 11:30 pm
ORH
-
ORD
7h 14m
1 stop
American Airlines Logo
5:00 am - 4:51 pm
ORD
-
ORH
10h 51m
1 stop
$200American Airlines
Mon, Aug 3 - Fri, Aug 7
Multiple Airlines Logo
7:53 pm - 12:15 pm
ALB
-
ORD
17h 22m
1 stop
Multiple Airlines Logo
8:05 am - 7:12 pm
ORD
-
ALB
10h 07m
1 stop
$301Multiple Airlines
Sun, Sep 27 - Fri, Oct 2
Multiple Airlines Logo
7:30 am - 7:44 pm
BDL
-
ORD
13h 14m
2 stops
Multiple Airlines Logo
9:26 am - 8:01 pm
ORD
-
BDL
9h 35m
1 stop
$342Multiple Airlines
Fri, Sep 11 - Mon, Sep 14
Frontier Logo
8:55 pm - 12:02 pm
BDL
-
ORD
16h 07m
2 stops
Frontier Logo
9:26 am - 8:01 pm
ORD
-
BDL
9h 35m
1 stop
$344Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$93
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from West Tisbury to Chicago

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)