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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,909

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 24/9. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
8 Jul — 15 Jul1
1 adult

Cheapflights Tip: The best prices from Boston Logan Intl to Chicago O'Hare Intl are usually found in September or August, booked 50 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Cheap 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 3 July 2025.

Round-trip from

₹ 11,732

One-way from

₹ 5,909

Popular in

December

Cheapest in

September

Average price

₹ 20,637

Good round-trip deal

₹ 8,853 or less

Good one-way deal

₹ 8,347 or less
Delta
  • Delta
  • 10/9-12/9
  • Nonstop
  • 5h 36m total
  • Boston to Chicago
JetBlue
  • JetBlue
  • 24/9
  • Nonstop
  • 2h 57m total
  • Boston to Chicago
Highest demand for flights based on searches. 6% potential increase in price (₹ 123,362 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease (₹ 27,522 potential savings vs. average return price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Boston Logan Intl to Chicago O'Hare Intl.
Price to beat on a one-way flight from Boston Logan Intl to Chicago O'Hare Intl.

Find flight deals from Boston to O'Hare Intl

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 3 July 2025.

Wed 9/716:05BOS - ORD
Nonstop3h 06mDelta
Thu 10/707:00ORD - BOS
Nonstop2h 31mDelta
Deal found 2/7₹ 11,732
Tue 15/719:04BOS - ORD
1 stop5h 37mUnited Airlines
Tue 22/715:48ORD - BOS
Nonstop2h 30mUnited Airlines
Deal found 1/7₹ 12,245
Wed 23/720:39BOS - ORD
1 stop13h 16mSpirit Airlines
Thu 24/711:11ORD - BOS
1 stop9h 31mSpirit Airlines
Deal found 2/7₹ 13,187
Tue 15/705:45BOS - ORD
1 stop7h 05mSouthwest
Fri 18/716:00ORD - BOS
1 stop7h 05mSouthwest
Deal found 2/7₹ 13,444
Sat 9/807:00BOS - ORD
Nonstop2h 55mJetBlue
Thu 14/808:40ORD - BOS
Nonstop2h 24mJetBlue
Deal found 30/6₹ 15,157

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 3 July 2025.
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

Wed 10/9

07:20-09:15

Nonstop2h 55m

Chicago O'Hare Intl

Fri 12/9

18:59-22:40

Nonstop2h 41m

₹ 11,732

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 15/7

19:04-23:41

1 stop5h 37m

Chicago O'Hare Intl

Tue 22/7

15:48-19:18

Nonstop2h 30m

₹ 12,245

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 23/7

20:39-08:55

1 stop13h 16m

Chicago O'Hare Intl

Thu 24/7

11:11-21:42

1 stop9h 31m

₹ 13,187

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 15/7

05:45-11:50

1 stop7h 05m

Chicago O'Hare Intl

Fri 18/7

16:00-00:05

1 stop7h 05m

₹ 13,444

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 9/8

07:00-08:55

Nonstop2h 55m

Chicago O'Hare Intl

Thu 14/8

08:40-12:04

Nonstop2h 24m

₹ 15,157

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 24/9

07:00-08:57

Nonstop2h 57m

₹ 5,909

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 23/9

06:00-17:39

1 stop12h 39m

₹ 5,994

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 21/7

19:04-23:41

1 stop5h 37m

₹ 6,337

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 7/9

05:15-11:50

1 stop7h 35m

₹ 6,765

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 31/10

07:00-09:00

Nonstop3h 00m

₹ 7,707

Flights are sorted by cheapest return flights first.

Deals found on 1/7

Showing 1-10 of 11 results
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.
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 27 June 2025.

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, October is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 973). Flying from Boston to Chicago O'Hare Intl Airport in August is currently the most expensive (average of ₹ 1,350). 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 3 July 2025.

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 at midday could potentially save you up to 31% on airfare.

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 3 July 2025.

The most flights from BOS to ORD are scheduled on a Wednesday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 3 July 2025.
Check out reviews from past customers who have flown with Southwest, Delta, andUnited Airlines from Boston to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very Good

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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. 2 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 35 outbound flights to Chicago O'Hare Intl per day.

  • What are the cheapest airlines flying from Boston to Chicago O'Hare Intl Airport round-trip?

    Flying on Delta is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at ₹ 11,732. Additional round-trip tickets that might be worth considering are offered by United Airlines and Spirit Airlines, with the lowest prices starting at ₹ 12,245 and ₹ 13,187, respectively. You may be able to fly from Boston to Chicago O'Hare Intl Airport for 43% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Boston to Chicago O'Hare Intl Airport one-way?

    ₹ 5,909 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from ₹ 5,994 and ₹ 6,337, respectively.

  • 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 Avianca(95%), TAP AIR PORTUGAL(95%) or Cathay Pacific(95%), 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 ₹ 5,350. On average you can expect to pay ₹ 20,541. The most popular route, (Boston Logan Intl - Chicago O'Hare Intl), can usually be booked for ₹ 11,817.

  • 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, October is the cheapest month in which you can book a flight from Boston to Chicago O'Hare Intl Airport (average of ₹ 973). Flying from Boston to Chicago O'Hare Intl Airport in August is currently the most expensive (average of ₹ 1,350). 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 Boston?

Book flights to Boston if you plan to visit one of these locations
Deerfield
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Top 2 airlines flying from Boston to O'Hare Intl

Discover the top 2 airlines that operate flights from Boston to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 454,620 searches. Data last updated 3 July 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest₹ 13,439Average₹ 19,607FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest₹ 20,303Average₹ 28,350FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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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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