$62+ Cheap flights from O'Hare Intl (ORD) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from O'Hare Intl to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from O'Hare Intl to Massachusetts
Keep the following information in mind while searching for O'Hare Intl to Massachusetts flight deals. Data was last updated June 12, 2025.
Round-trip from | $121 (Kiwi.com) |
|---|---|
One-way from | $62 (JetBlue) |
Popular in | April |
Cheapest in | August |
Average price | $220 |
Good round-trip deal | $170 or less |
Good one-way deal | $105 or less |
Find flight deals from O'Hare Intl to Massachusetts
Cheapest flights from O'Hare Intl to MassachusettsExplore the most affordable flight options available from O'Hare Intl to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
Explore the most affordable flight options available from O'Hare Intl to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Trip.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Mytrip deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 7/8
5:05 am-3:37 pm
1 stop9h 32m
Boston Logan Intl
Wed 7/9
8:39 pm-8:55 am
1 stop13h 16m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/9
8:25 pm-11:59 pm
Nonstop2h 34m
Boston Logan Intl
Tue 8/12
5:29 am-7:25 am
Nonstop2h 56m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 8/8
5:51 pm-9:26 pm
Nonstop2h 35m
Boston Logan Intl
Mon 8/11
6:00 am-7:55 am
Nonstop2h 55m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 7/10
7:45 pm-11:12 pm
Nonstop2h 27m
Boston Logan Intl
Mon 7/14
8:20 pm-10:12 pm
Nonstop2h 52m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 9/5
2:55 pm-10:35 pm
1 stop6h 40m
Boston Logan Intl
Mon 9/8
10:45 am-4:25 pm
1 stop6h 40m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 7/8
6:20 pm-9:59 pm
Nonstop2h 39m
Boston Logan Intl
Wed 7/9
8:39 pm-8:55 am
1 stop13h 16m
ChicagoWorcester
ORD - ORH
ORDORH
Chicago O'Hare Intl
Thu 9/25
9:37 pm-3:51 pm
1 stop17h 14m
Worcester
Wed 10/1
4:24 pm-6:51 am
2 stops15h 27m
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/18
7:10 pm-10:50 pm
Nonstop2h 40m
Boston Logan Intl
Tue 7/22
7:20 am-9:18 am
Nonstop2h 58m
ChicagoNantucket
ORD - ACK
ORDACK
Chicago O'Hare Intl
Tue 7/8
6:16 am-11:53 am
1 stop4h 37m
Nantucket Memorial
Tue 7/15
4:18 pm-10:28 pm
1 stop7h 10m
ChicagoWorcester
ORD - ORH
ORDORH
Chicago O'Hare Intl
Tue 6/24
7:10 am-3:11 pm
1 stop7h 01m
Worcester
Fri 7/4
3:51 pm-8:42 pm
1 stop5h 51m
Best time to book a flight from O'Hare Intl to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from O'Hare Intl with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago O'Hare Intl Airport to Massachusetts
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Massachusetts (average of $218). Flying from Chicago O'Hare Intl Airport to Massachusetts in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORD to MA?
Find hourly flight availability from O'Hare Intl to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.
When flying from Chicago O'Hare Intl Airport to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago O'Hare Intl Airport to Massachusetts
Explore weekly flight availability from O'Hare Intl to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 12, 2025.
The most flights from ORD to USMA are scheduled on a Thursday (74 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).
Rainfall in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.
Temperature in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated June 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Chicago to Massachusetts to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Overall
Entertainment
Comfort
Food
Boarding
Crew
Reviews
James,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for O'Hare Intl to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from O'Hare Intl to Massachusetts
Discover the top 7 airlines that operate flights from O'Hare Intl to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$36 | Average$93 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$69 | Average$111 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$79 | Average$469 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$89 | Average$262 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$127 | Average$407 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$131 | Average$450 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$214 | Average$293 | FlexibilityNo cancel fee | On-time63% |