$74+ Cheap flights from Massachusetts to O'Hare Intl (ORD)
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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Massachusetts to O'Hare Intl 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 Massachusetts to O'Hare Intl
Keep the following information in mind while searching for Massachusetts to O'Hare Intl flight deals. Data was last updated April 2, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (JetBlue Airways) |
One-way from | $74 (Southwest) |
Popular in | May |
Cheapest in | September |
Average price | $282 |
Good round-trip deal | $235 or less |
Good one-way deal | $117 or less |
Find flight deals from Massachusetts to O'Hare Intl
Cheapest flights from Massachusetts to O'Hare IntlExplore the most affordable flight options available from Massachusetts to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.
Explore the most affordable flight options available from Massachusetts to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.
This Mytrip deal was found by Cheapflights users on 4/1. 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.
This Southwest deal was found by Cheapflights users on 4/1. 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 JetBlue deal was found by Cheapflights users on 4/1. 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 United Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines deal was found by Cheapflights users on 4/1. 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 Frontier deal was found by Cheapflights users on 3/31. 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 Frontier 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 4/1. 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 Expedia deal was found by Cheapflights users on 4/1. 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 Expedia 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 4/1. 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 4/1. 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.
This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair 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 4/1. 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 Massachusetts to O'Hare Intl 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 April 2, 2025.
Use the filters below to find and compare flights from Massachusetts to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 4/28
8:35 pm-9:24 am
1 stop13h 49m
Chicago O'Hare Intl
Wed 4/30
7:47 pm-10:22 am
1 stop13h 35m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 5/10
5:00 am-3:00 pm
1 stop11h 00m
Chicago O'Hare Intl
Wed 5/14
1:50 pm-9:05 pm
1 stop6h 15m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 5/3
2:45 pm-10:22 pm
1 stop8h 37m
Chicago O'Hare Intl
Mon 5/5
6:20 am-2:14 pm
1 stop6h 54m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/9
6:00 am-7:57 am
Nonstop2h 57m
Chicago O'Hare Intl
Sun 5/11
7:10 am-10:38 am
Nonstop2h 28m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 5/20
6:35 am-8:31 am
Nonstop2h 56m
Chicago O'Hare Intl
Sun 5/25
8:21 am-11:43 am
Nonstop2h 22m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 4/11
9:39 pm-8:04 am
1 stop11h 25m
Chicago O'Hare Intl
Sun 4/13
11:25 am-12:47 am
1 stop12h 22m
WorcesterChicago
ORH - ORD
ORHORD
Worcester
Mon 6/30
3:55 pm-10:19 pm
1 stop7h 24m
Chicago O'Hare Intl
Fri 7/4
9:25 am-3:11 pm
1 stop4h 46m
WorcesterChicago
ORH - ORD
ORHORD
Worcester
Sat 7/19
1:30 pm-9:13 am
1 stop20h 43m
Chicago O'Hare Intl
Sat 7/26
4:56 pm-12:43 pm
1 stop18h 47m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 4/14
5:30 am-4:36 pm
1 stop12h 06m
Chicago O'Hare Intl
Wed 4/16
2:00 pm-12:30 am
1 stop9h 30m
HartfordChicago
BDL - ORD
BDLORD
Hartford Bradley Intl
Sat 5/3
10:22 am-12:58 am
1 stop15h 36m
Chicago O'Hare Intl
Mon 5/5
8:45 am-12:15 am
1 stop14h 30m
Best time to book a flight from Massachusetts to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Massachusetts with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Massachusetts to Chicago O'Hare Intl Airport
What is the cheapest month to book a flight from Massachusetts to Chicago O'Hare Intl Airport?
Currently, August is the cheapest month in which you can book a flight from Massachusetts to Chicago O'Hare Intl Airport (average of $245). Flying from Massachusetts to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $323). 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 MA to ORD?
Find hourly flight availability from Massachusetts to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2025.
When flying from Massachusetts to Chicago O'Hare Intl Airport, 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 Massachusetts to Chicago O'Hare Intl Airport
Explore weekly flight availability from Massachusetts to O'Hare Intl. 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 April 2, 2025.
The most flights from USMA to ORD are scheduled on a Tuesday (55 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).
Rainfall in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.
Temperature in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 23.0 F).
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated April 2, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Massachusetts to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Boarding
Overall
Crew
Food
Entertainment
Comfort
Reviews
Cheri,Jan 2025
FAT - SEA
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to O'Hare Intl. 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 Massachusetts to O'Hare Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Massachusetts to O'Hare Intl
Discover the top 6 airlines that operate flights from Massachusetts to O'Hare Intl. 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 April 2, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$107 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$83 | Average$229 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$317 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$99 | Average$139 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$264 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$151 | Average$294 | FlexibilityNo cancel fee | On-time69% |