Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 7,440
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 20/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
28 May — 4 Jun1
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 42 days in advance, depart on a Friday or Wednesday 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
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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 28 April 2026.
Sun 7/606:00
BOS
-
ORD
Nonstop2h 59m
JetBlue
Tue 9/620:30
ORD
-
BOS
Nonstop2h 29m
JetBlue
Deal found 23/4₹ 14,691
Sat 23/510:16
BOS
-
ORD
1 stop7h 40m
Delta
Wed 27/509:36
ORD
-
BOS
1 stop5h 52m
Delta
Deal found 23/4₹ 14,786
Sat 30/505:40
BOS
-
ORD
1 stop5h 49m
Delta
Mon 1/618:06
ORD
-
BOS
1 stop6h 22m
Delta
Deal found 23/4₹ 14,880
Tue 19/516:15
BOS
-
ORD
Nonstop3h 00m
Delta
Fri 29/517:19
ORD
-
BOS
1 stop5h 10m
Delta
Deal found 23/4₹ 14,974
Fri 11/920:10
BOS
-
ORD
Nonstop2h 56m
Delta
Mon 14/906:00
ORD
-
BOS
1 stop7h 22m
Delta
Deal found 23/4₹ 15,068
Sat 16/519:10
BOS
-
ORD
1 stop5h 27m
United Airlines
Wed 20/506:00
ORD
-
BOS
Nonstop2h 25m
United Airlines
Deal found 23/4₹ 15,162
Tue 9/606:45
BOS
-
ORD
1 stop8h 31m
Delta
Tue 16/607:10
ORD
-
BOS
Nonstop2h 36m
Delta
Deal found 23/4₹ 15,256
Tue 11/805:45
BOS
-
ORD
1 stop4h 48m
United Airlines
Mon 17/807:33
ORD
-
BOS
Nonstop2h 34m
United Airlines
Deal found 23/4₹ 15,351
Tue 12/517:28
BOS
-
ORD
1 stop5h 12m
United Airlines
Wed 13/506:00
ORD
-
BOS
Nonstop2h 25m
United Airlines
Deal found 23/4₹ 15,539
Fri 8/507:02
BOS
-
ORD
Nonstop2h 57m
JetBlue
Tue 12/509:49
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 23/4₹ 15,633
Tue 9/608:15
BOS
-
ORD
Nonstop2h 57m
United Airlines
Tue 16/619:40
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 24/4₹ 15,727
Thu 21/507:35
BOS
-
ORD
Nonstop2h 52m
Delta
Thu 28/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 23/4₹ 15,822
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 28 April 2026.
Wed 27/509:50
BOS
-
ORD
Nonstop2h 53m
United Airlines
Thu 28/515:55
ORD
-
BOS
Nonstop2h 35m
United Airlines
Deal found 27/4₹ 16,198
Fri 22/520:40
BOS
-
ORD
Nonstop2h 55m
Delta
Sun 24/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 27/4₹ 21,378
Tue 25/817:20
BOS
-
ORD
Nonstop3h 05m
JetBlue
Wed 26/806:00
ORD
-
BOS
1 stop4h 21m
JetBlue
Deal found 27/4₹ 23,073
Thu 20/810:51
BOS
-
ORD
Nonstop2h 51m
United Airlines
Sun 23/806:00
ORD
-
BOS
Nonstop2h 23m
United Airlines
Deal found 25/4₹ 17,988
Fri 24/706:00
BOS
-
ORD
Nonstop2h 58m
United Airlines
Sun 26/706:15
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 23/4₹ 19,306
Fri 25/906:00
BOS
-
ORD
1 stop5h 00m
Delta
Mon 28/911:30
ORD
-
BOS
1 stop7h 15m
Delta
Deal found 23/4₹ 23,261
Fri 8/507:02
BOS
-
ORD
Nonstop2h 57m
JetBlue
Sat 9/507:20
ORD
-
BOS
Nonstop2h 26m
JetBlue
Deal found 27/4₹ 24,203
Fri 25/906:00
BOS
-
ORD
Nonstop2h 50m
United Airlines
Sun 27/906:00
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 27/4₹ 20,624
Sun 10/508:10
BOS
-
ORD
1 stop7h 47m
Delta
Mon 11/519:16
ORD
-
BOS
Nonstop2h 34m
Delta
Deal found 27/4₹ 24,203
Tue 21/712:25
BOS
-
ORD
Nonstop2h 54m
Delta
Fri 24/717:30
ORD
-
BOS
1 stop5h 01m
Delta
Deal found 23/4₹ 24,486
Mon 25/505:45
BOS
-
ORD
1 stop4h 51m
United Airlines
Sun 31/507:33
ORD
-
BOS
Nonstop2h 32m
United Airlines
Deal found 25/4₹ 22,696
Wed 15/705:45
BOS
-
ORD
1 stop4h 51m
United Airlines
Sun 19/721:35
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 23/4₹ 23,921
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 28 April 2026.
Sun 7/606:00
BOS
-
ORD
Nonstop2h 59m
JetBlue
Tue 9/620:30
ORD
-
BOS
Nonstop2h 29m
JetBlue
Deal found 23/4₹ 14,691
Wed 10/616:15
BOS
-
ORD
Nonstop3h 05m
Delta
Sat 13/616:30
ORD
-
BOS
Nonstop2h 41m
Delta
Deal found 23/4₹ 14,786
Mon 10/808:10
BOS
-
ORD
Nonstop2h 56m
JetBlue
Mon 17/820:20
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 23/4₹ 14,880
Sat 15/807:30
BOS
-
ORD
Nonstop2h 58m
Delta
Wed 19/807:00
ORD
-
BOS
Nonstop2h 28m
Delta
Deal found 23/4₹ 15,256
Fri 4/907:10
BOS
-
ORD
Nonstop2h 59m
United Airlines
Mon 7/921:30
ORD
-
BOS
Nonstop2h 35m
United Airlines
Deal found 23/4₹ 15,351
Fri 8/507:02
BOS
-
ORD
Nonstop2h 57m
JetBlue
Tue 12/509:49
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 23/4₹ 15,633
Tue 9/608:15
BOS
-
ORD
Nonstop2h 57m
United Airlines
Tue 16/619:40
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 24/4₹ 15,727
Thu 21/507:35
BOS
-
ORD
Nonstop2h 52m
Delta
Thu 28/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 23/4₹ 15,822
Fri 29/518:40
BOS
-
ORD
Nonstop3h 00m
United Airlines
Sun 31/521:41
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 23/4₹ 15,916
Tue 19/518:39
BOS
-
ORD
Nonstop3h 01m
United Airlines
Thu 21/506:15
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 23/4₹ 16,010
Thu 21/507:19
BOS
-
ORD
Nonstop2h 58m
United Airlines
Sat 30/519:45
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 23/4₹ 16,104
Sat 23/517:30
BOS
-
ORD
Nonstop3h 03m
Delta
Sun 24/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 27/4₹ 16,198
Last-minute flights from Boston to O'Hare Intl
Discover last-minute flight deals from Boston to O'Hare Intl. Data last updated 28 April 2026 and is based on user searches.
Fri 8/507:02
BOS
-
ORD
Nonstop2h 57m
JetBlue
Tue 12/509:49
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 23/4₹ 15,633
Tue 12/517:28
BOS
-
ORD
1 stop5h 12m
United Airlines
Wed 13/506:00
ORD
-
BOS
Nonstop2h 25m
United Airlines
Deal found 23/4₹ 15,539
Sat 16/519:10
BOS
-
ORD
1 stop5h 27m
United Airlines
Wed 20/506:00
ORD
-
BOS
Nonstop2h 25m
United Airlines
Deal found 23/4₹ 15,162
Tue 19/516:15
BOS
-
ORD
Nonstop3h 00m
Delta
Fri 29/517:19
ORD
-
BOS
1 stop5h 10m
Delta
Deal found 23/4₹ 14,974
Tue 19/518:39
BOS
-
ORD
Nonstop3h 01m
United Airlines
Thu 21/506:15
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 23/4₹ 16,010
Thu 21/507:35
BOS
-
ORD
Nonstop2h 52m
Delta
Thu 28/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 23/4₹ 15,822
Thu 21/507:19
BOS
-
ORD
Nonstop2h 58m
United Airlines
Sat 30/519:45
ORD
-
BOS
Nonstop2h 36m
United Airlines
Deal found 23/4₹ 16,104
Sat 23/510:16
BOS
-
ORD
1 stop7h 40m
Delta
Sat 30/517:19
ORD
-
BOS
1 stop5h 10m
Delta
Deal found 23/4₹ 14,786
Sat 23/517:30
BOS
-
ORD
Nonstop3h 03m
Delta
Sun 24/507:00
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 27/4₹ 16,198
Wed 27/507:19
BOS
-
ORD
Nonstop2h 58m
United Airlines
Tue 2/621:26
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 27/4₹ 15,727
Sat 30/505:35
BOS
-
ORD
1 stop8h 26m
Delta
Mon 1/617:19
ORD
-
BOS
1 stop5h 10m
Delta
Deal found 23/4₹ 14,880
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 28 April 2026.
Wed 20/505:40
BOS
-
ORD
1 stop5h 49m
Delta
Deal found 23/4₹ 7,440
Thu 13/805:30
BOS
-
ORD
1 stop5h 54m
Delta
Deal found 23/4₹ 7,534
Fri 15/518:39
BOS
-
ORD
Nonstop3h 01m
United Airlines
Deal found 23/4₹ 7,628
Wed 8/716:15
BOS
-
ORD
Nonstop3h 04m
Delta
Deal found 27/4₹ 7,911
Sun 24/520:40
BOS
-
ORD
Nonstop2h 55m
Delta
Deal found 23/4₹ 8,382
Mon 31/808:10
BOS
-
ORD
Nonstop2h 56m
JetBlue
Deal found 23/4₹ 8,476
Fri 28/805:30
BOS
-
ORD
1 stop5h 54m
Delta
Deal found 23/4₹ 8,570
Tue 12/505:35
BOS
-
ORD
1 stop10h 25m
Southwest
Deal found 23/4₹ 8,758
Tue 12/515:00
BOS
-
ORD
Nonstop2h 58m
United Airlines
Deal found 27/4₹ 8,853
Mon 31/807:30
BOS
-
ORD
Nonstop2h 58m
Delta
Deal found 23/4₹ 8,947
Sat 15/817:59
BOS
-
ORD
1 stop5h 07m
United Airlines
Deal found 23/4₹ 9,229
Fri 15/520:40
BOS
-
ORD
Nonstop2h 55m
Delta
Deal found 24/4₹ 9,323
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 28 April 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 28 April 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 - ORD
BOSORD
Boston Logan Intl
Wed 27/5
09:50-11:43
Nonstop2h 53m
Chicago O'Hare Intl
Thu 28/5
15:55-19:30
Nonstop2h 35m
₹ 16,198
Fastest return journey
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 20/8
10:51-12:42
Nonstop2h 51m
Chicago O'Hare Intl
Sun 23/8
06:00-09:23
Nonstop2h 23m
₹ 17,988
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 24/7
06:00-07:58
Nonstop2h 58m
Chicago O'Hare Intl
Sun 26/7
06:15-09:39
Nonstop2h 24m
₹ 19,306
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 25/9
06:00-07:50
Nonstop2h 50m
Chicago O'Hare Intl
Sun 27/9
06:00-09:24
Nonstop2h 24m
₹ 20,624
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 22/5
20:40-22:35
Nonstop2h 55m
Chicago O'Hare Intl
Sun 24/5
07:00-10:35
Nonstop2h 35m
₹ 21,378
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Mon 25/5
05:45-09:36
1 stop4h 51m
Chicago O'Hare Intl
Sun 31/5
07:33-11:05
Nonstop2h 32m
₹ 22,696
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 25/8
17:20-19:25
Nonstop3h 05m
Chicago O'Hare Intl
Wed 26/8
06:00-11:21
1 stop4h 21m
₹ 23,073
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 25/9
06:00-10:00
1 stop5h 00m
Chicago O'Hare Intl
Mon 28/9
11:30-19:45
1 stop7h 15m
₹ 23,261
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 15/7
05:45-09:36
1 stop4h 51m
Chicago O'Hare Intl
Sun 19/7
21:35-01:08
Nonstop2h 33m
₹ 23,921
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 8/5
07:02-08:59
Nonstop2h 57m
Chicago O'Hare Intl
Sat 9/5
07:20-10:46
Nonstop2h 26m
₹ 24,203
Flights are sorted by cheapest return flights first.
Deals found on 27/4
Showing 1-10 of 22 resultsSorted by cheapest first
1
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 41 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 ₹ 18,553). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 27,028). 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 28 April 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 40% on airfare.
How much does it cost for a return flight from Boston to Chicago O'Hare Intl Airport?
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 28 April 2026.
The most flights from BOS to ORD are scheduled on a Monday (67 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (28 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 172 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 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 44 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. 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(81%), Envoy Air(80%) or United Airlines(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 ₹ 49,966. On average you can expect to pay ₹ 58,676. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 17,988.
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 ₹ 18,553). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 27,028). 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 28 April 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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