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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 6,231

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
26 Feb — 5 Mar1
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 66 days in advance, depart on a Friday or Wednesday and return on a Thursday

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 January 2026.

Fri 30/110:30
BOS
-
ORD
Nonstop3h 04m
United Airlines
Sun 1/207:30
ORD
-
BOS
Nonstop2h 22m
United Airlines
Deal found 26/1₹ 12,370
Sun 22/207:15
BOS
-
ORD
Nonstop3h 13m
Delta
Sat 28/207:05
ORD
-
BOS
Nonstop2h 32m
Delta
Deal found 26/1₹ 12,462
Mon 9/218:21
BOS
-
ORD
Nonstop3h 04m
United Airlines
Fri 13/207:30
ORD
-
BOS
Nonstop2h 19m
United Airlines
Deal found 26/1₹ 13,195
Mon 2/307:00
BOS
-
ORD
Nonstop3h 10m
JetBlue
Mon 2/312:41
ORD
-
BOS
1 stop6h 17m
JetBlue
Deal found 25/1₹ 13,378
Thu 26/207:45
BOS
-
ORD
Nonstop3h 05m
United Airlines
Sun 1/307:30
ORD
-
BOS
Nonstop2h 19m
United Airlines
Deal found 26/1₹ 13,653
Sat 28/207:00
BOS
-
ORD
Nonstop3h 10m
JetBlue
Thu 5/312:41
ORD
-
BOS
1 stop6h 17m
JetBlue
Deal found 25/1₹ 13,836
Mon 2/307:00
BOS
-
ORD
Nonstop3h 10m
JetBlue
Thu 12/318:20
ORD
-
BOS
Nonstop2h 33m
JetBlue
Deal found 26/1₹ 14,203
Sun 1/307:15
BOS
-
ORD
Nonstop3h 13m
Delta
Mon 2/307:05
ORD
-
BOS
Nonstop2h 32m
Delta
Deal found 25/1₹ 14,294
Mon 13/407:10
BOS
-
ORD
Nonstop3h 00m
JetBlue
Tue 21/406:00
ORD
-
BOS
Nonstop2h 15m
JetBlue
Deal found 26/1₹ 14,386
Tue 14/419:35
BOS
-
ORD
Nonstop3h 01m
JetBlue
Wed 22/408:31
ORD
-
BOS
1 stop4h 45m
JetBlue
Deal found 26/1₹ 14,569
Sat 2/512:35
BOS
-
ORD
1 stop11h 04m
Frontier
Tue 5/516:28
ORD
-
BOS
1 stop7h 23m
Frontier
Deal found 26/1₹ 14,661
Mon 2/206:00
BOS
-
ORD
Nonstop3h 04m
United Airlines
Tue 3/208:52
ORD
-
BOS
1 stop4h 25m
United Airlines
Deal found 26/1₹ 14,753

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 January 2026.

Round-trip from

₹ 12,370

One-way from

₹ 6,231

Popular in

April

Cheapest in

January

Average price

₹ 18,968

Good one-way deal

₹ 28,874 or less
United Airlines
  • United Airlines
  • 6/2-9/2
  • Nonstop
  • 5h 26m total
  • Boston to Chicago
Search Deals
JetBlue
  • JetBlue
  • 5/5
  • Nonstop
  • 3h 01m total
  • Boston to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (₹ 134,292 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (₹ 22,213 potential savings vs. average return price).
Search Deals
Average for round-trip flights in January 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 January 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

Boston

Fly to

O'Hare Intl

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 28/2

17:15-19:23

Nonstop3h 08m

Chicago O'Hare Intl

Mon 2/3

07:05-10:37

Nonstop2h 32m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 23/3

18:23-20:25

Nonstop3h 02m

Chicago O'Hare Intl

Tue 24/3

13:55-17:17

Nonstop2h 22m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/4

07:10-09:10

Nonstop3h 00m

Chicago O'Hare Intl

Wed 15/4

06:00-09:15

Nonstop2h 15m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 3/6

07:00-08:58

Nonstop2h 58m

Chicago O'Hare Intl

Sat 6/6

07:00-10:28

Nonstop2h 28m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 24/2

07:00-09:10

Nonstop3h 10m

Chicago O'Hare Intl

Wed 25/2

10:00-13:20

Nonstop2h 20m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 31/3

16:25-18:31

Nonstop3h 06m

Chicago O'Hare Intl

Wed 8/4

10:40-14:04

Nonstop2h 24m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 19/2

07:00-09:10

Nonstop3h 10m

Chicago O'Hare Intl

Thu 26/2

10:00-13:20

Nonstop2h 20m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 28/4

12:30-14:28

Nonstop2h 58m

Chicago O'Hare Intl

Wed 6/5

06:00-09:26

Nonstop2h 26m

₹ 12,370

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 4/3

07:00-09:10

Nonstop3h 10m

Chicago O'Hare Intl

Wed 4/3

12:59-19:58

1 stop5h 59m

₹ 13,378

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 16/4

11:00-12:59

Nonstop2h 59m

Chicago O'Hare Intl

Wed 22/4

09:15-12:46

Nonstop2h 31m

₹ 13,836

Flights are sorted by cheapest return flights first.

Deals found on 26/1

Showing 1-10 of 23 results
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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?

Use this chart to determine the optimal time to book a return flight from Boston to O'Hare Intl. Price data was last updated on 23 January 2026.

The best time to book flights from Boston to Chicago O'Hare Intl Airport is 66 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, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,155). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 12,279). 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 January 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.

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 45 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 02m. 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(88%), Envoy Air(84%) or Emirates(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 ₹ 22,678. On average you can expect to pay ₹ 28,874. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 12,370.

  • 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, April is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 8,155). Flying from Boston to Chicago O'Hare Intl Airport in July is currently the most expensive (average of ₹ 12,279). 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
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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