Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,772
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 17/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
11 Jan — 18 Jan1
Return
1 adult
Economy
Return
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in September or January, booked 62 days in advance, depart on a Friday or Wednesday and return on a Thursday
Cheap flight deals from Boston to O'Hare Intl
Enter your travel dates to find the best prices.
Cheapest flights from Boston to O'Hare Intl
Explore the most affordable flight options available from Boston to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 December 2025.
Wed 31/1206:01BOS - ORD
Nonstop3h 04mUnited Airlines
Mon 5/121:12ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 11,905
Sun 14/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Fri 19/1219:41ORD - BOS
Nonstop2h 29mJetBlue
Deal found 10/12₹ 12,356
Wed 17/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Wed 17/1216:05ORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 10/12₹ 13,078
Tue 16/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Thu 18/1218:11ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 13,709
Wed 17/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Thu 18/1221:12ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 13,980
Sun 14/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Mon 15/1211:25ORD - BOS
Nonstop2h 24mJetBlue
Deal found 10/12₹ 14,160
Mon 15/1208:30BOS - ORD
Nonstop3h 05mJetBlue
Sun 21/1219:41ORD - BOS
Nonstop2h 29mJetBlue
Deal found 10/12₹ 15,062
Wed 17/1205:30BOS - ORD
1 stop5h 06mUnited Airlines
Sat 20/1221:12ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 9/12₹ 15,513
Thu 18/1207:45BOS - ORD
Nonstop3h 04mUnited Airlines
Fri 19/1207:45ORD - BOS
Nonstop2h 22mUnited Airlines
Deal found 12/12₹ 15,603
Fri 19/1206:01BOS - ORD
Nonstop3h 04mUnited Airlines
Sun 21/1221:12ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/12₹ 15,694
Tue 16/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Mon 5/118:21ORD - BOS
1 stop4h 33mUnited Airlines
Deal found 10/12₹ 15,964
Best flights from Boston to O'Hare Intl
Discover carefully curated flight deals from Boston to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 12 December 2025.
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Mon 19/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 10/12₹ 11,905
Tue 27/111:30BOS - ORD
Nonstop3h 09mDelta
Sat 31/107:05ORD - BOS
Nonstop2h 35mDelta
Deal found 11/12₹ 12,356
Fri 23/110:30BOS - ORD
Nonstop3h 04mUnited Airlines
Sun 25/109:13ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 11/12₹ 12,356
Tue 13/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sat 17/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 10/12₹ 11,905
Sat 7/217:15BOS - ORD
Nonstop3h 11mDelta
Tue 10/214:25ORD - BOS
Nonstop2h 29mDelta
Deal found 11/12₹ 12,356
Fri 2/106:01BOS - ORD
Nonstop3h 04mUnited Airlines
Mon 5/121:12ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 12,356
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sun 18/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 10/12₹ 12,356
Tue 31/316:25BOS - ORD
Nonstop3h 06mDelta
Sat 4/407:00ORD - BOS
Nonstop2h 27mDelta
Deal found 11/12₹ 12,356
Wed 21/115:35BOS - ORD
Nonstop3h 08mJetBlue
Mon 26/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 11/12₹ 12,356
Wed 14/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sun 18/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 11/12₹ 12,356
Sun 25/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sun 1/207:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 11/12₹ 12,356
Mon 26/115:35BOS - ORD
Nonstop3h 08mJetBlue
Mon 2/208:29ORD - BOS
Nonstop2h 25mJetBlue
Deal found 11/12₹ 12,356
Direct flights from Boston to O'Hare Intl
Explore direct flight options from Boston to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 12 December 2025.
Sat 17/116:49BOS - ORD
Nonstop3h 00mUnited Airlines
Tue 20/110:35ORD - BOS
Nonstop2h 25mUnited Airlines
Deal found 10/12₹ 11,454
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Wed 21/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 10/12₹ 11,905
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sun 18/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 11/12₹ 11,996
Fri 9/112:45BOS - ORD
Nonstop3h 04mUnited Airlines
Wed 14/111:05ORD - BOS
Nonstop2h 25mUnited Airlines
Deal found 10/12₹ 12,356
Fri 9/113:50BOS - ORD
Nonstop3h 07mDelta
Sat 10/114:00ORD - BOS
Nonstop2h 29mDelta
Deal found 11/12₹ 12,807
Fri 16/106:00BOS - ORD
Nonstop3h 04mUnited Airlines
Sun 18/113:55ORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 10/12₹ 12,898
Mon 5/116:15BOS - ORD
Nonstop3h 04mUnited Airlines
Wed 7/113:55ORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 10/12₹ 13,258
Fri 2/106:01BOS - ORD
Nonstop3h 04mUnited Airlines
Tue 6/109:13ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 13,349
Sat 17/117:15BOS - ORD
Nonstop3h 11mDelta
Sun 18/107:05ORD - BOS
Nonstop2h 35mDelta
Deal found 10/12₹ 13,709
Fri 16/106:00BOS - ORD
Nonstop3h 04mUnited Airlines
Mon 19/118:05ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 12/12₹ 13,980
Last-minute flights from Boston to O'Hare Intl
Discover last-minute flight deals from Boston to O'Hare Intl. Data last updated 12 December 2025 and is based on user searches.
Wed 17/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Wed 17/1216:05ORD - BOS
Nonstop2h 20mUnited Airlines
Deal found 10/12₹ 13,078
Fri 2/106:01BOS - ORD
Nonstop3h 04mUnited Airlines
Tue 6/109:13ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 10/12₹ 13,349
Fri 9/107:30BOS - ORD
Nonstop3h 11mDelta
Sun 11/107:05ORD - BOS
Nonstop2h 35mDelta
Deal found 10/12₹ 12,356
Fri 16/106:00BOS - ORD
Nonstop3h 04mUnited Airlines
Tue 20/113:55ORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 10/12₹ 12,898
Fri 16/106:00BOS - ORD
Nonstop3h 04mUnited Airlines
Sun 18/109:13ORD - BOS
Nonstop2h 33mUnited Airlines
Deal found 11/12₹ 13,529
Sat 17/117:15BOS - ORD
Nonstop3h 11mDelta
Tue 20/107:05ORD - BOS
Nonstop2h 35mDelta
Deal found 10/12₹ 11,454
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Sun 18/107:45ORD - BOS
Nonstop2h 25mJetBlue
Deal found 10/12₹ 11,905
Sat 17/115:35BOS - ORD
Nonstop3h 08mJetBlue
Tue 20/109:40ORD - BOS
1 stop4h 54mJetBlue
Deal found 10/12₹ 13,258
Sat 17/117:15BOS - ORD
Nonstop3h 11mDelta
Sun 18/107:05ORD - BOS
Nonstop2h 35mDelta
Deal found 11/12₹ 13,799
One-way flights from Boston to O'Hare Intl
Search for one-way flight options from Boston to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 12 December 2025.
Sat 17/117:15BOS - ORD
Nonstop3h 11mDelta
Deal found 10/12₹ 5,772
Mon 12/112:45BOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 10/12₹ 6,223
Tue 24/205:27BOS - ORD
1 stop14h 25mSpirit Airlines
Deal found 12/12₹ 6,314
Wed 7/119:55BOS - ORD
Nonstop3h 06mDelta
Deal found 10/12₹ 6,674
Tue 6/107:30BOS - ORD
Nonstop3h 11mDelta
Deal found 10/12₹ 7,125
Wed 31/1206:01BOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 9/12₹ 7,215
Wed 17/1206:00BOS - ORD
Nonstop3h 00mUnited Airlines
Deal found 10/12₹ 7,306
Fri 2/106:01BOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 10/12₹ 7,486
Wed 11/212:15BOS - ORD
1 stop8h 30mJetBlue
Deal found 11/12₹ 7,576
Sun 15/307:16BOS - ORD
Nonstop3h 06mUnited Airlines
Deal found 10/12₹ 7,666
Fri 16/106:00BOS - ORD
Nonstop3h 04mUnited Airlines
Deal found 12/12₹ 7,757
Sun 11/119:55BOS - ORD
Nonstop3h 06mDelta
Deal found 10/12₹ 8,027
Find flight deals from Boston to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 12 December 2025.
Customise your flight search to find flights from Boston 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 454,620 searches. Data last updated 12 December 2025.
Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.
Fly from
Boston
Fly to
O'Hare Intl
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 17/1
15:35-17:43
Nonstop3h 08m
Chicago O'Hare Intl
Mon 19/1
07:45-11:10
Nonstop2h 25m
₹ 11,905
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 13/1
15:35-17:43
Nonstop3h 08m
Chicago O'Hare Intl
Sat 17/1
07:45-11:10
Nonstop2h 25m
₹ 11,905
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 27/1
11:30-13:39
Nonstop3h 09m
Chicago O'Hare Intl
Sat 31/1
07:05-10:40
Nonstop2h 35m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 23/1
10:30-12:34
Nonstop3h 04m
Chicago O'Hare Intl
Sun 25/1
09:13-12:46
Nonstop2h 33m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 7/2
17:15-19:26
Nonstop3h 11m
Chicago O'Hare Intl
Tue 10/2
14:25-17:54
Nonstop2h 29m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 2/1
06:01-08:05
Nonstop3h 04m
Chicago O'Hare Intl
Mon 5/1
21:12-00:45
Nonstop2h 33m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 17/1
15:35-17:43
Nonstop3h 08m
Chicago O'Hare Intl
Sun 18/1
07:45-11:10
Nonstop2h 25m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 31/3
16:25-18:31
Nonstop3h 06m
Chicago O'Hare Intl
Sat 4/4
07:00-10:27
Nonstop2h 27m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 21/1
15:35-17:43
Nonstop3h 08m
Chicago O'Hare Intl
Mon 26/1
07:45-11:10
Nonstop2h 25m
₹ 12,356
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 14/1
15:35-17:43
Nonstop3h 08m
Chicago O'Hare Intl
Sun 18/1
07:45-11:10
Nonstop2h 25m
₹ 12,356
Flights are sorted by cheapest return flights first.
Deals found on 10/12
Showing 1-10 of 24 results
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Best time to book a flight from Boston to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Boston with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Boston to Chicago O'Hare Intl Airport
Prices
Airlines
Delays
How far ahead should I book a flight from Boston to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a return flight from Boston to O'Hare Intl. Price data was last updated on 5 December 2025.
The best time to book flights from Boston to Chicago O'Hare Intl Airport is 62 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Boston to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,027). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 12,086). 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 BOS to ORD?
Find hourly flight availability from Boston 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 12 December 2025.
One of the essential ways to save on airfare from Boston to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at midday tend to be the most expensive. A flight in the morning could potentially save you up to 40% on airfare.
Weekly flight availability from Boston to Chicago O'Hare Intl Airport
Explore weekly flight availability from Boston 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 12 December 2025.
The most flights from BOS to ORD are scheduled on a Friday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
How often are flights from Boston to Chicago delayed?
About 13% of weekly flights between Boston and Chicago have experienced delays in the past year, with the average delay time being 168 minutes.
What is the most punctual flight time for Boston to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Boston to Chicago flights?
Over the past year, United Airlines have had the lowest number of delays on this route, with just 10% of flights being delayed.
Related info for your journey
Find useful and relevant information for your journey from Boston 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.
What airport do you fly from for flights from Boston to Chicago O'Hare Intl?
Boston Logan Intl (BOS), located 4.2 km from the city centre, is the airport you fly out of when you book flights from Boston to Chicago O'Hare Intl. 0 airlines have flights from Logan Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Boston Logan Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 52 outbound flights to Chicago O'Hare Intl per day.
How long is the flight from Boston to Chicago O'Hare Intl Airport?
Departing from Boston to Chicago O'Hare Intl Airport will take you 3h 08m. There are 1390 km between Boston and Chicago O'Hare Intl Airport. Most flights are nonstop.
What are the most reliable airlines from Boston to Chicago O'Hare Intl Airport?
No one likes to see their flight delayed. When booking a flight from Boston to Chicago O'Hare Intl Airport consider choosing ANA(84%), TAP AIR PORTUGAL(83%) or JetBlue(81%), as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from Boston to Chicago O'Hare Intl Airport?
The cheapest flight price from Boston to Chicago O'Hare Intl Airport is ₹ 5,734. On average you can expect to pay ₹ 10,172. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 12,356.
Can I find deals for business class flights from Boston to O'Hare Intl?
Yes. Cheapflights offers flight deals from Boston to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Boston to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,027). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 12,086). 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.
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 12 December 2025.
Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Boston to O'Hare Intl?
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Boston today with Cheapflights!
Why should you use Cheapflights to find cheap flight tickets from Boston to O'Hare Intl?
Millions of users choose and trust Cheapflights to book the best flight deals from Boston to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Can Cheapflights find flights from Boston to O'Hare Intl with no change fees?
Certainly. Search results for flights to O'Hare Intl from Boston shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Can Cheapflights notify me if prices for flights from Boston to O'Hare Intl become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!
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