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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 9,253

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 20/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
27 Jul — 3 Aug1
1 adult
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 Monday

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 27 June 2026.

Fri 24/707:19
BOS
-
ORD
Nonstop2h 58m
United Airlines
Sun 26/706:05
ORD
-
BOS
Nonstop2h 24m
United Airlines
Deal found 26/6₹ 16,523
Wed 12/812:44
BOS
-
ORD
1 stop5h 51m
JetBlue
Mon 31/806:00
ORD
-
BOS
1 stop8h 10m
JetBlue
Deal found 22/6₹ 16,712
Wed 15/708:15
BOS
-
ORD
Nonstop2h 57m
United Airlines
Thu 16/721:41
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 25/6₹ 16,806
Thu 9/708:15
BOS
-
ORD
Nonstop2h 57m
United Airlines
Wed 15/710:30
ORD
-
BOS
Nonstop2h 37m
United Airlines
Deal found 22/6₹ 16,901
Tue 14/705:45
BOS
-
ORD
1 stop4h 51m
United Airlines
Thu 16/721:41
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 22/6₹ 16,995
Mon 31/807:30
BOS
-
ORD
Nonstop2h 56m
Delta
Sat 12/911:30
ORD
-
BOS
Nonstop2h 45m
Delta
Deal found 22/6₹ 17,089
Thu 3/912:25
BOS
-
ORD
Nonstop2h 54m
Delta
Tue 8/907:35
ORD
-
BOS
Nonstop2h 33m
Delta
Deal found 22/6₹ 17,184
Fri 31/720:45
BOS
-
ORD
Nonstop2h 54m
Delta
Wed 5/810:30
ORD
-
BOS
Nonstop2h 29m
Delta
Deal found 23/6₹ 17,278
Sun 26/706:00
BOS
-
ORD
Nonstop2h 58m
United Airlines
Wed 29/706:00
ORD
-
BOS
1 stop4h 16m
United Airlines
Deal found 26/6₹ 17,373
Sat 15/816:43
BOS
-
ORD
1 stop6h 15m
JetBlue
Sat 22/806:00
ORD
-
BOS
1 stop7h 24m
JetBlue
Deal found 25/6₹ 17,467
Mon 31/816:16
BOS
-
ORD
Nonstop3h 04m
Delta
Thu 10/907:35
ORD
-
BOS
Nonstop2h 33m
Delta
Deal found 26/6₹ 17,562
Mon 13/715:13
BOS
-
ORD
Nonstop2h 52m
United Airlines
Thu 16/721:41
ORD
-
BOS
Nonstop2h 33m
United Airlines
Deal found 25/6₹ 17,656

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 27 June 2026.

Round-trip from

₹ 16,712

One-way from

₹ 9,253

Popular in

April

Cheapest in

January

Average price

₹ 26,437

Good one-way deal

₹ 7,781 or less
JetBlue
  • JetBlue
  • 12/8-31/8
  • 2 total stops
  • 14h 01m total
  • Boston to Chicago
Search Deals
JetBlue
  • JetBlue
  • 20/8
  • 1 total stop
  • 8h 36m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (₹ 158,890 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 23,524 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
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 27 June 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

Fri 31/7

20:45-22:39

Nonstop2h 54m

Chicago O'Hare Intl

Sat 8/8

16:30-20:11

Nonstop2h 41m

₹ 17,278

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 15/8

16:43-21:58

1 stop6h 15m

Chicago O'Hare Intl

Sat 22/8

06:00-14:24

1 stop7h 24m

₹ 17,467

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 1/9

14:40-21:58

1 stop8h 18m

Chicago O'Hare Intl

Sat 5/9

06:00-15:19

1 stop8h 19m

₹ 17,467

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 16/7

07:30-09:26

Nonstop2h 56m

Chicago O'Hare Intl

Wed 29/7

06:59-10:30

Nonstop2h 31m

₹ 17,656

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 9/7

05:45-09:36

1 stop4h 51m

Chicago O'Hare Intl

Tue 14/7

07:33-11:05

Nonstop2h 32m

₹ 17,845

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 15/8

07:30-09:26

Nonstop2h 56m

Chicago O'Hare Intl

Sat 22/8

07:30-10:59

Nonstop2h 29m

₹ 18,222

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 11/9

16:00-22:06

1 stop7h 06m

Chicago O'Hare Intl

Mon 14/9

13:00-20:02

1 stop6h 02m

₹ 18,978

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 20/10

09:23-11:15

Nonstop2h 52m

Chicago O'Hare Intl

Sat 24/10

09:00-14:35

1 stop4h 35m

₹ 19,544
Fastest return journey

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 16/10

07:01-09:00

Nonstop2h 59m

Chicago O'Hare Intl

Sun 18/10

06:10-09:33

Nonstop2h 23m

₹ 19,544

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 10/12

15:40-21:52

1 stop7h 12m

Chicago O'Hare Intl

Sun 13/12

20:38-00:06

Nonstop2h 28m

₹ 19,639

Flights are sorted by cheapest return flights first.

Deals found on 26/6

Showing 1-10 of 23 resultsSorted by cheapest first
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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

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 ₹ 18,506). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,531). 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 27 June 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 evening could potentially save you up to 31% on airfare.

How much does it cost for a return flight from Boston to Chicago O'Hare Intl Airport?

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 58 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 56m. 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 Republic Airways(96%), Japan Airlines(94%) or Royal Jordanian(94%), 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 ₹ 7,781. On average you can expect to pay ₹ 7,805. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 18,034.

  • Can I find deals for flights from Boston to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Boston to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Boston to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to O'Hare Intl.

  • 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 ₹ 18,506). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,531). 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.

See more FAQs

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Downers Grove
DeKalb

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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.

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