Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 9,896
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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
9 Sep — 16 Sep1
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 January or September, booked 44 days in advance, depart on a Thursday or Tuesday and return on a Tuesday
Cheap flight deals from Boston to O'Hare Intl
Enter your travel dates to find the best prices.
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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 10 August 2026.
Tue 1/916:16 -
Nonstop3h 04m
Wed 2/910:30 -
Nonstop2h 29m
Deal found 10/8₹ 15,700
Tue 1/917:20 -
Nonstop3h 06m
Sat 5/913:49 -
Nonstop3h 10m
Deal found 10/8₹ 17,793
Wed 16/906:00 -
Nonstop2h 59m
Sat 19/907:30 -
Nonstop2h 31m
Deal found 10/8₹ 18,650
Tue 1/910:38 -
Nonstop2h 51m
Sun 6/915:35 -
Nonstop2h 44m
Deal found 10/8₹ 19,506
Tue 8/907:05 -
Nonstop2h 58m
Wed 9/912:16 -
1 stop4h 36m
Deal found 10/8₹ 19,601
Wed 21/1007:30 -
Nonstop2h 54m
Tue 27/1007:25 -
Nonstop2h 35m
Deal found 6/8₹ 19,696
Mon 31/808:15 -
Nonstop2h 56m
Fri 4/920:20 -
Nonstop2h 56m
Deal found 10/8₹ 19,887
Wed 26/808:15 -
Nonstop2h 56m
Tue 1/911:01 -
Nonstop2h 27m
Deal found 10/8₹ 19,982
Tue 1/917:20 -
Nonstop3h 06m
Thu 3/914:35 -
1 stop8h 57m
Deal found 10/8₹ 20,267
Wed 7/1019:40 -
Nonstop2h 51m
Sat 10/1016:40 -
Nonstop2h 41m
Deal found 5/8₹ 20,648
Fri 28/805:45 -
1 stop4h 53m
Tue 1/907:45 -
Nonstop2h 34m
Deal found 10/8₹ 20,933
Sat 26/912:05 -
Nonstop3h 02m
Sat 26/917:18 -
Nonstop2h 42m
Deal found 7/8₹ 21,028
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 10 August 2026.
Sat 19/917:00 -
Nonstop3h 01m
Sat 26/915:00 -
1 stop7h 39m
Deal found 6/8₹ 22,265
Fri 4/907:05 -
Nonstop2h 59m
Sat 12/912:16 -
1 stop4h 36m
Deal found 10/8₹ 23,883
Thu 17/1220:40 -
Nonstop2h 56m
Mon 21/1207:00 -
Nonstop2h 28m
Deal found 5/8₹ 26,357
Sat 22/809:00 -
Nonstop2h 59m
Sat 22/821:40 -
Nonstop2h 31m
Deal found 5/8₹ 24,264
Mon 31/816:39 -
1 stop6h 19m
Sat 5/913:49 -
Nonstop3h 10m
Deal found 5/8₹ 24,454
Fri 4/907:05 -
Nonstop2h 59m
Mon 7/921:40 -
Nonstop2h 31m
Deal found 5/8₹ 24,264
Mon 21/906:19 -
1 stop8h 26m
Mon 21/920:24 -
Nonstop2h 45m
Deal found 6/8₹ 24,549
Tue 24/1107:30 -
Nonstop3h 05m
Fri 27/1107:05 -
Nonstop2h 27m
Deal found 10/8₹ 30,068
Sat 26/905:15 -
1 stop5h 43m
Sat 26/915:00 -
1 stop7h 39m
Deal found 7/8₹ 25,215
Sat 22/807:05 -
Nonstop2h 59m
Sat 29/821:40 -
Nonstop2h 31m
Deal found 9/8₹ 27,213
Tue 1/917:20 -
Nonstop3h 06m
Sun 6/920:20 -
Nonstop2h 56m
Deal found 7/8₹ 29,592
Fri 6/1118:50 -
1 stop5h 59m
Sat 7/1120:23 -
Nonstop2h 28m
Deal found 6/8₹ 31,495
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 10 August 2026.
Tue 1/916:16 -
Nonstop3h 04m
Wed 2/910:30 -
Nonstop2h 29m
Deal found 10/8₹ 15,700
Tue 1/920:50 -
Nonstop2h 54m
Fri 4/919:30 -
Nonstop2h 30m
Deal found 10/8₹ 17,793
Wed 16/906:00 -
Nonstop2h 59m
Sat 19/907:30 -
Nonstop2h 31m
Deal found 10/8₹ 18,650
Tue 1/910:38 -
Nonstop2h 51m
Sun 6/915:35 -
Nonstop2h 44m
Deal found 10/8₹ 19,506
Wed 21/1007:30 -
Nonstop2h 54m
Tue 27/1007:25 -
Nonstop2h 35m
Deal found 6/8₹ 19,696
Mon 31/816:16 -
Nonstop3h 04m
Sat 5/907:30 -
Nonstop2h 29m
Deal found 10/8₹ 19,887
Wed 26/807:30 -
Nonstop2h 56m
Tue 1/910:30 -
Nonstop2h 29m
Deal found 10/8₹ 19,982
Wed 7/1019:40 -
Nonstop2h 51m
Tue 13/1007:25 -
Nonstop2h 35m
Deal found 5/8₹ 20,648
Sat 26/912:05 -
Nonstop3h 02m
Sat 26/917:18 -
Nonstop2h 42m
Deal found 7/8₹ 21,028
Wed 9/917:00 -
Nonstop3h 01m
Sat 19/909:38 -
Nonstop2h 28m
Deal found 7/8₹ 21,599
Wed 21/1016:25 -
Nonstop2h 55m
Thu 22/1007:25 -
Nonstop2h 35m
Deal found 6/8₹ 21,980
Wed 26/807:30 -
Nonstop2h 56m
Mon 31/819:30 -
Nonstop2h 30m
Deal found 10/8₹ 22,075
Last-minute flights from Boston to O'Hare Intl
Discover last-minute flight deals from Boston to O'Hare Intl. Data last updated 10 August 2026 and is based on user searches.
Wed 26/808:15 -
Nonstop2h 56m
Tue 1/911:01 -
Nonstop2h 27m
Deal found 10/8₹ 19,982
Fri 28/805:45 -
1 stop4h 53m
Tue 1/907:45 -
Nonstop2h 34m
Deal found 10/8₹ 20,933
Mon 31/808:15 -
Nonstop2h 56m
Mon 31/820:20 -
Nonstop2h 56m
Deal found 10/8₹ 19,887
Mon 31/816:39 -
1 stop6h 19m
Wed 2/920:20 -
Nonstop2h 56m
Deal found 10/8₹ 20,648
Tue 1/916:16 -
Nonstop3h 04m
Wed 2/910:30 -
Nonstop2h 29m
Deal found 10/8₹ 15,700
Tue 1/920:50 -
Nonstop2h 54m
Fri 4/919:30 -
Nonstop2h 30m
Deal found 10/8₹ 17,793
Tue 1/908:15 -
Nonstop2h 56m
Sun 6/910:56 -
Nonstop2h 27m
Deal found 10/8₹ 19,506
Tue 1/905:10 -
1 stop9h 29m
Tue 1/920:20 -
Nonstop2h 56m
Deal found 10/8₹ 20,267
Tue 8/907:05 -
Nonstop2h 58m
Wed 9/912:16 -
1 stop4h 36m
Deal found 10/8₹ 19,601
Wed 16/906:00 -
Nonstop2h 59m
Sat 19/907:30 -
Nonstop2h 31m
Deal found 10/8₹ 18,650
Sat 19/913:35 -
Nonstop2h 51m
Wed 23/910:29 -
Nonstop2h 36m
Deal found 6/8₹ 19,696
Sat 26/912:05 -
Nonstop3h 02m
Sat 26/917:18 -
Nonstop2h 42m
Deal found 7/8₹ 21,028
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 10 August 2026.
Tue 15/912:15 -
Nonstop2h 49m
Deal found 6/8₹ 9,896
Fri 4/920:50 -
Nonstop2h 54m
Deal found 10/8₹ 9,991
Wed 9/915:35 -
1 stop5h 32m
Deal found 5/8₹ 10,847
Fri 4/919:00 -
1 stop5h 22m
Deal found 10/8₹ 10,942
Sun 6/908:10 -
Nonstop2h 56m
Deal found 10/8₹ 11,704
Wed 14/1009:30 -
1 stop5h 56m
Deal found 10/8₹ 11,799
Mon 7/907:30 -
Nonstop2h 56m
Deal found 10/8₹ 12,179
Thu 3/920:50 -
Nonstop2h 54m
Deal found 6/8₹ 12,275
Thu 17/914:45 -
1 stop9h 23m
Deal found 7/8₹ 12,465
Fri 8/116:30 -
1 stop6h 17m
Deal found 7/8₹ 12,655
Fri 25/916:11 -
1 stop6h 47m
Deal found 9/8₹ 12,845
Mon 31/820:50 -
Nonstop2h 54m
Deal found 7/8₹ 12,941
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 10 August 2026.
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 10 August 2026.
Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Cheapest return flight
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 19/9
17:00-19:01
Nonstop3h 01m
Chicago O'Hare Intl
Sat 26/9
15:00-23:39
1 stop7h 39m
₹ 22,265
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 4/9
07:05-09:04
Nonstop2h 59m
Chicago O'Hare Intl
Sat 12/9
12:16-17:52
1 stop4h 36m
₹ 23,883
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 22/8
09:00-10:59
Nonstop2h 59m
Chicago O'Hare Intl
Sat 22/8
21:40-01:11
Nonstop2h 31m
₹ 24,264
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 4/9
07:05-09:04
Nonstop2h 59m
Chicago O'Hare Intl
Mon 7/9
21:40-01:11
Nonstop2h 31m
₹ 24,264
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Mon 31/8
16:39-21:58
1 stop6h 19m
Chicago O'Hare Intl
Sat 5/9
13:49-17:59
Nonstop3h 10m
₹ 24,454
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Mon 21/9
06:19-13:45
1 stop8h 26m
Chicago O'Hare Intl
Mon 21/9
20:24-00:09
Nonstop2h 45m
₹ 24,549
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 26/9
05:15-09:58
1 stop5h 43m
Chicago O'Hare Intl
Sat 26/9
15:00-23:39
1 stop7h 39m
₹ 25,215
Fastest return journey
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Thu 17/12
20:40-22:36
Nonstop2h 56m
Chicago O'Hare Intl
Mon 21/12
07:00-10:28
Nonstop2h 28m
₹ 26,357
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 22/8
07:05-09:04
Nonstop2h 59m
Chicago O'Hare Intl
Sat 29/8
21:40-01:11
Nonstop2h 31m
₹ 27,213
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 1/9
17:20-19:26
Nonstop3h 06m
Chicago O'Hare Intl
Sun 6/9
20:20-00:16
Nonstop2h 56m
₹ 29,592
Flights are sorted by cheapest return flights first.
Deals found on 6/8
Showing 1-10 of 24 resultsSorted by cheapest first
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2
3
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.
BOS-ORD
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?
The best time to book flights from Boston to Chicago O'Hare Intl Airport is 43 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, January is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 18,650). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,738). 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 10 August 2026.
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 24% on airfare.
How much does it cost for a return flight from Boston to Chicago O'Hare Intl Airport?
Airfare is below average for this route at the moment.
Boston to Chicago O'Hare Intl Airport flights typically cost between ₹ 18,554 and ₹ 30,068 in September.The cheapest return price found within the last 5 days was ₹ 15,700 on Delta (1 Sept–2 Sept).
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 10 August 2026.
The most flights from BOS to ORD are scheduled on a Sunday (75 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (32 on average).
How often are flights from Boston to Chicago delayed?
About 15% of weekly flights between Boston and Chicago have experienced delays in the past year, with the average delay time being 173 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?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday 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 11% 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 50 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 2h 59m. 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 Japan Airlines(90%), Cathay Pacific(89%) or Envoy Air(82%), 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 ₹ 7,841. On average you can expect to pay ₹ 7,866. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 25,405.
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, January is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 18,650). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,738). 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 10 August 2026.
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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