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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 8,937

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 21/8. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
2 Jul — 9 Jul1
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 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.

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 2 June 2026.

Wed 5/820:45
BOS
-
ORD
Nonstop2h 54m
Delta
Thu 13/810:28
ORD
-
BOS
Nonstop2h 31m
Delta
Deal found 29/5₹ 17,019
Tue 1/916:16
BOS
-
ORD
Nonstop3h 04m
Delta
Fri 4/919:25
ORD
-
BOS
Nonstop2h 35m
Delta
Deal found 31/5₹ 17,209
Wed 12/820:31
BOS
-
ORD
Nonstop2h 59m
United Airlines
Fri 14/812:16
ORD
-
BOS
1 stop4h 36m
United Airlines
Deal found 1/6₹ 17,304
Thu 3/908:10
BOS
-
ORD
Nonstop2h 56m
JetBlue
Fri 4/920:20
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 31/5₹ 17,399
Wed 19/805:45
BOS
-
ORD
1 stop4h 53m
United Airlines
Sat 22/820:00
ORD
-
BOS
Nonstop2h 35m
United Airlines
Deal found 31/5₹ 17,494
Wed 8/717:25
BOS
-
ORD
Nonstop3h 06m
JetBlue
Tue 14/720:10
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 1/6₹ 17,780
Wed 5/805:45
BOS
-
ORD
1 stop4h 51m
United Airlines
Sat 15/820:00
ORD
-
BOS
Nonstop2h 35m
United Airlines
Deal found 1/6₹ 17,970
Sun 30/805:45
BOS
-
ORD
1 stop4h 53m
United Airlines
Tue 1/921:40
ORD
-
BOS
Nonstop2h 34m
United Airlines
Deal found 1/6₹ 18,160
Tue 7/708:10
BOS
-
ORD
Nonstop2h 56m
JetBlue
Thu 9/720:10
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 2/6₹ 18,255
Sun 23/805:45
BOS
-
ORD
1 stop4h 53m
United Airlines
Thu 27/806:15
ORD
-
BOS
Nonstop2h 21m
United Airlines
Deal found 1/6₹ 18,350
Wed 8/717:25
BOS
-
ORD
Nonstop3h 06m
JetBlue
Thu 9/720:10
ORD
-
BOS
Nonstop2h 31m
JetBlue
Deal found 1/6₹ 18,635
Wed 8/720:45
BOS
-
ORD
Nonstop2h 54m
Delta
Sat 18/716:30
ORD
-
BOS
Nonstop2h 41m
Delta
Deal found 1/6₹ 18,730

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 2 June 2026.

Round-trip from

₹ 17,019

One-way from

₹ 8,937

Popular in

April

Cheapest in

January

Average price

₹ 24,435

Good round-trip deal

₹ 24,514 or less
Delta
  • Delta
  • 5/8-13/8
  • Nonstop
  • 5h 25m total
  • Boston to Chicago
Search Deals
Delta
  • Delta
  • 21/8
  • Nonstop
  • 3h 04m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (₹ 192,824 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 26,902 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip 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 2 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

Thu 10/9

05:45-09:38

1 stop4h 53m

Chicago O'Hare Intl

Tue 15/9

07:30-11:04

Nonstop2h 34m

₹ 17,304

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/8

05:45-09:36

1 stop4h 51m

Chicago O'Hare Intl

Wed 12/8

09:07-12:50

Nonstop2h 43m

₹ 17,780

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 4/7

11:05-13:00

Nonstop2h 55m

Chicago O'Hare Intl

Mon 6/7

20:21-23:52

Nonstop2h 31m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 16/6

07:30-09:28

Nonstop2h 58m

Chicago O'Hare Intl

Tue 16/6

19:25-23:02

Nonstop2h 37m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 1/8

19:59-21:59

Nonstop3h 00m

Chicago O'Hare Intl

Thu 6/8

19:25-23:00

Nonstop2h 35m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 12/6

06:00-07:58

Nonstop2h 58m

Chicago O'Hare Intl

Sun 14/6

06:05-09:29

Nonstop2h 24m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 19/7

06:00-07:58

Nonstop2h 58m

Chicago O'Hare Intl

Fri 24/7

21:41-01:14

Nonstop2h 33m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 25/9

08:15-10:12

Nonstop2h 57m

Chicago O'Hare Intl

Sun 27/9

06:00-09:24

Nonstop2h 24m

₹ 19,491
Fastest return journey

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 17/8

08:05-10:04

Nonstop2h 59m

Chicago O'Hare Intl

Thu 20/8

06:15-09:36

Nonstop2h 21m

₹ 19,491

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 14/7

05:45-09:36

1 stop4h 51m

Chicago O'Hare Intl

Wed 15/7

07:33-11:05

Nonstop2h 32m

₹ 19,681

Flights are sorted by cheapest return flights first.

Deals found on 31/5

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 ₹ 18,730). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,907). 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 2 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 morning could potentially save you up to 33% 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 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 LATAM Airlines(94%), Cathay Pacific(89%) or ANA(88%), 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 ₹ 24,416. On average you can expect to pay ₹ 53,320. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 21,488.

  • 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 ₹ 18,730). Flying from Boston to Chicago O'Hare Intl Airport in April is currently the most expensive (average of ₹ 26,907). 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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