Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 11,280
This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 24/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
13 Oct — 20 Oct1
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 February, booked 78 days in advance, depart on a Saturday or Thursday 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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Best
Direct
Last-minute
One-way
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 13 September 2026.
Sat 3/1016:11 -
1 stop6h 57m
Wed 7/1010:59 -
1 stop5h 25m
Deal found 10/9₹ 22,943
Tue 13/1006:55 -
1 stop5h 29m
Thu 22/1012:38 -
1 stop7h 11m
Deal found 10/9₹ 23,038
Sat 17/1016:11 -
1 stop6h 59m
Tue 20/1012:38 -
1 stop7h 11m
Deal found 11/9₹ 23,134
Sat 26/905:15 -
1 stop5h 43m
Mon 28/907:00 -
1 stop6h 27m
Deal found 10/9₹ 23,325
Sat 26/905:15 -
1 stop5h 43m
Wed 30/910:59 -
1 stop5h 22m
Deal found 11/9₹ 23,421
Fri 16/1007:30 -
Nonstop2h 54m
Sun 18/1007:25 -
Nonstop2h 35m
Deal found 10/9₹ 23,803
Tue 20/1006:55 -
Nonstop2h 52m
Thu 22/1012:38 -
1 stop7h 11m
Deal found 10/9₹ 23,899
Thu 15/1006:55 -
1 stop5h 29m
Mon 19/1006:10 -
1 stop7h 19m
Deal found 11/9₹ 24,281
Sun 11/1017:12 -
Nonstop3h 02m
Fri 16/1009:38 -
Nonstop2h 28m
Deal found 11/9₹ 24,377
Sat 26/905:15 -
1 stop5h 43m
Tue 29/907:05 -
1 stop6h 22m
Deal found 11/9₹ 24,472
Tue 29/905:15 -
1 stop5h 43m
Sat 3/1010:59 -
1 stop6h 01m
Deal found 10/9₹ 24,568
Mon 28/917:30 -
1 stop5h 28m
Tue 29/907:05 -
1 stop6h 22m
Deal found 11/9₹ 24,759
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 13 September 2026.
Fri 16/1007:30 -
Nonstop2h 54m
Sun 18/1007:25 -
Nonstop2h 35m
Deal found 10/9₹ 23,803
Wed 21/1010:36 -
Nonstop2h 53m
Wed 21/1019:50 -
Nonstop2h 34m
Deal found 8/9₹ 26,288
Mon 5/1016:10 -
1 stop6h 50m
Tue 13/1020:04 -
Nonstop2h 55m
Deal found 12/9₹ 28,200
Fri 13/1107:31 -
Nonstop3h 03m
Mon 16/1118:00 -
Nonstop2h 30m
Deal found 11/9₹ 26,288
Fri 2/1016:30 -
Nonstop2h 58m
Sun 4/1007:35 -
Nonstop2h 33m
Deal found 11/9₹ 28,200
Wed 21/1005:39 -
1 stop5h 50m
Sat 24/1007:25 -
Nonstop2h 35m
Deal found 11/9₹ 30,112
Sat 26/905:45 -
1 stop4h 53m
Thu 8/1021:24 -
Nonstop2h 30m
Deal found 11/9₹ 30,781
Thu 1/1012:15 -
Nonstop2h 49m
Thu 8/1010:24 -
Nonstop2h 30m
Deal found 8/9₹ 32,120
Fri 16/1018:43 -
Nonstop2h 57m
Sun 18/1005:00 -
1 stop6h 43m
Deal found 10/9₹ 33,649
Tue 3/1115:41 -
1 stop7h 37m
Thu 5/1118:00 -
Nonstop2h 30m
Deal found 8/9₹ 34,510
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 13 September 2026.
Fri 23/1019:40 -
Nonstop2h 51m
Sat 24/1007:25 -
Nonstop2h 35m
Deal found 10/9₹ 23,803
Sun 11/1017:12 -
Nonstop3h 02m
Fri 16/1009:38 -
Nonstop2h 28m
Deal found 11/9₹ 24,377
Sun 25/1006:00 -
Nonstop3h 00m
Wed 28/1021:20 -
Nonstop2h 26m
Deal found 10/9₹ 24,759
Sat 31/1013:35 -
Nonstop2h 52m
Fri 13/1107:05 -
Nonstop2h 27m
Deal found 9/9₹ 25,046
Sun 25/1007:30 -
Nonstop2h 54m
Tue 27/1015:05 -
Nonstop2h 39m
Deal found 10/9₹ 25,715
Tue 13/1006:55 -
Nonstop2h 52m
Fri 16/1020:04 -
Nonstop2h 55m
Deal found 10/9₹ 25,810
Wed 18/1109:59 -
Nonstop3h 00m
Wed 25/1117:30 -
Nonstop2h 29m
Deal found 10/9₹ 26,002
Sat 10/1020:31 -
Nonstop2h 59m
Tue 13/1019:50 -
Nonstop2h 34m
Deal found 11/9₹ 26,288
Thu 22/1016:25 -
Nonstop2h 55m
Mon 26/1007:25 -
Nonstop2h 35m
Deal found 10/9₹ 26,384
Sun 4/1006:00 -
Nonstop2h 59m
Fri 9/1021:24 -
Nonstop2h 30m
Deal found 10/9₹ 26,671
Thu 8/1006:00 -
Nonstop2h 59m
Sun 11/1006:10 -
Nonstop2h 23m
Deal found 10/9₹ 26,766
Last-minute flights from Boston to O'Hare Intl
Discover last-minute flight deals from Boston to O'Hare Intl. Data last updated 13 September 2026 and is based on user searches.
Sat 26/905:15 -
1 stop5h 43m
Mon 28/907:00 -
1 stop6h 27m
Deal found 10/9₹ 23,325
Sat 26/905:15 -
1 stop5h 43m
Wed 30/910:59 -
1 stop5h 22m
Deal found 11/9₹ 23,421
Sat 26/905:15 -
1 stop5h 43m
Tue 29/907:05 -
1 stop6h 22m
Deal found 11/9₹ 24,472
Mon 28/917:30 -
1 stop5h 28m
Tue 29/907:05 -
1 stop6h 22m
Deal found 11/9₹ 24,759
Tue 29/905:15 -
1 stop5h 43m
Sat 3/1010:59 -
1 stop6h 01m
Deal found 10/9₹ 24,568
Sat 3/1016:11 -
1 stop6h 57m
Wed 7/1010:59 -
1 stop5h 25m
Deal found 10/9₹ 22,943
Sun 11/1017:12 -
Nonstop3h 02m
Fri 16/1009:38 -
Nonstop2h 28m
Deal found 11/9₹ 24,377
Tue 13/1006:55 -
1 stop5h 29m
Thu 22/1012:38 -
1 stop7h 11m
Deal found 10/9₹ 23,038
Thu 15/1006:55 -
1 stop5h 29m
Mon 19/1006:10 -
1 stop7h 19m
Deal found 11/9₹ 24,281
Fri 16/1007:30 -
Nonstop2h 54m
Sun 18/1007:25 -
Nonstop2h 35m
Deal found 10/9₹ 23,803
Sat 17/1016:11 -
1 stop6h 59m
Tue 20/1012:38 -
1 stop7h 11m
Deal found 11/9₹ 23,134
Tue 20/1006:55 -
Nonstop2h 52m
Thu 22/1012:38 -
1 stop7h 11m
Deal found 10/9₹ 23,899
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 13 September 2026.
Sat 24/1011:42 -
1 stop7h 49m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 9/9₹ 11,280
Sat 26/905:15 -
1 stop5h 43m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 12/9₹ 11,854
Mon 5/1016:10 -
1 stop6h 50m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 10/9₹ 12,140
Sat 14/1115:41 -
1 stop7h 44m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 10/9₹ 12,427
Mon 28/905:15 -
1 stop5h 43m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 11/9₹ 12,905
Wed 23/907:00 -
Nonstop2h 48m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 8/9₹ 13,096
Thu 1/1020:30 -
Nonstop2h 59m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 11/9₹ 13,192
Fri 25/1215:31 -
1 stop7h 44m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 10/9₹ 13,670
Thu 15/1006:55 -
1 stop5h 29m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 11/9₹ 13,766
Wed 14/1005:45 -
1 stop4h 53m
Wed 31/1200:00 -
Nonstop0h 00m
Deal found 10/9₹ 13,861
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 13 September 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 7,457,451 searches. Data last updated 13 September 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 24/10
07:50-09:48
Nonstop2h 58m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 13,192
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Wed 2/12
20:59-22:57
Nonstop2h 58m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 13,766
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Wed 30/9
14:15-18:41
1 stop5h 26m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 14,148
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 20/10
05:45-09:38
1 stop4h 53m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 14,148
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Mon 8/3
07:30-09:33
Nonstop3h 03m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 14,148
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 9/3
20:10-22:04
Nonstop2h 54m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 14,148
Fastest return journey
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Mon 26/10
19:40-21:31
Nonstop2h 51m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 14,148
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sun 3/1
05:45-07:51
Nonstop3h 06m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 15,104
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 14/11
06:45-12:20
1 stop6h 35m
Chicago O'Hare Intl
Wed 31/12
00:00-01:00
Nonstop0h 00m
₹ 15,104
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 16/10
07:30-09:24
Nonstop2h 54m
Chicago O'Hare Intl
Sun 18/10
07:25-11:00
Nonstop2h 35m
₹ 23,803
Flights are sorted by cheapest return flights first.
Deals found on 9/9
Showing 1-10 of 19 resultsSorted by cheapest first
1
2
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 77 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 ₹ 18,832). Flying from Boston to Chicago O'Hare Intl Airport in October is currently the most expensive (average of ₹ 27,244). 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 13 September 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 in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 19% on airfare.
How much does it cost for a return flight from Boston to Chicago O'Hare Intl Airport?
Airfare is typical for this route at the moment.
Boston to Chicago O'Hare Intl Airport flights typically cost between ₹ 20,457 and ₹ 33,458 in October.The cheapest return price found within the last 5 days was ₹ 22,943 on JetBlue (3 Oct–5 Oct).
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 13 September 2026.
The most flights from BOS to ORD are scheduled on a Friday (69 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 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 171 minutes.
What is the most punctual flight time for Boston to Chicago flights?
Historically, flights departing at night 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 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 47 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 54m. There are 1390 km between Boston and Chicago O'Hare Intl Airport. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
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(84%), Republic Airways(77%) or Cathay Pacific(77%), 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 ₹ 12,169. On average you can expect to pay ₹ 17,066. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 15,773.
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 ₹ 18,832). Flying from Boston to Chicago O'Hare Intl Airport in October is currently the most expensive (average of ₹ 27,244). 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 13 September 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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