How often are flights from Boston to Chicago delayed?

Historically, on average around 12% of flights between Boston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 168 minutes.

What is the most punctual flight time for Boston to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What is the cheapest airline that flies from Boston Logan Intl to Chicago O'Hare Intl?

Frontier, United Airlines, and Southwest are the most popular carriers operating from Boston Logan Intl to Chicago O'Hare Intl

Which airline has the best punctuality record on Boston to Chicago flights?

According to our data, Air Canada have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

The number of flights available between Boston and Chicago O'Hare Intl Airport is 36 per day as of October 2025. The most frequent departure time is 4:00PM, with 43% of daily flights leaving in the afternoon.

What airlines fly to Chicago O'Hare Intl Airport?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Boston according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

As of October 2025, there are 254 flights per week flying from Boston to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Thu, with 31% of flights taking off on this day.

What are the benefits of the different airports in Boston and Chicago?

Boston Logan International Airport offers numerous amenities, making this one of the most preferred airports for people traveling to and from Boston. If you want something to eat, there are many dining options, including restaurants and food stores at the terminals. For families traveling with kids, there’s a children’s play area named Kidport, which is equipped with fun features to keep your kid busy. Besides, there’s a Wings for Autism Program, which is designed for autistic kids to make flying less stressful. While at the Boston Logan Airport, you can find places to stay, including the Hyatt Regency Boston Harbor Hotel and the Hilton Logan Airport Hotel. In Terminal C, pre-security, there’s a chapel to use if you want a quiet space. At O'Hare International Airport, you can enjoy different amenities, including a yoga room, a space that invites you to relax and unwind, especially after a flight. For traveling mothers, the O'Hare International Airport offers the Mother’s Rooms in each terminal, which are cleanrooms for mothers to nurse and care for the young. In addition, the airport offers easy access to downtown Chicago and nearby areas.

Which airlines fly direct from Boston to Chicago?

If you want one-way flights from Boston to Chicago, several airlines fly this route that offer direct flights. JetBlue offers a nonstop flight from Boston Logan International Airport (BOS) to Chicago O'Hare International Airport (ORD), a flight that takes about 3h. United Airlines also offers flights from Boston Logan International Airport to O'Hare International Airport, taking about 2h and 45min. Another option includes flights by Delta Airlines on this route, which takes up to 2h and 48min. American Airlines also offers cheap flights from Boston to Chicago International Airport to O'Hare International Airport on a flight that takes a little over 3h. To use Spirit Airlines for Boston to Chicago flights on this route, the flight includes a layover at Fort Lauderdale-Hollywood International Airport (FLL). This flight takes longer than nonstop flights, at around 8h. A faster option with one layover is a flight by American Airlines that stops at Charlotte Douglas International Airport (CLT), which takes about 5h and 28min.

What is the best way to get in and out of airports in Boston and Chicago?

There are several options if you want to move into and out of Boston Logan International Airport. If you prefer an affordable option, you can use the MBTA, which offers Blue Line Subway services and a rapid transit that runs between the airport and downtown Boston. Ground transportation options to and from the airport include the bus service, which serves New Hampshire communities and nearby areas of Salem, Manchester, and Londonderry. Particularly, the Cape Bus provides express luxury service between the airport and Cape Cod with connections to Nantucket ferry service and Martha’s Vineyard. If you’re in Chicago, there are plenty of options to and from O'Hare International Airport. Some several regional buses and shuttles serve the O'Hare International Airport, which makes it easy for passengers in the region to get to and from the airport. You can also use a taxi service or a rental car. Other public transportation options that ease airport accessibility include the Chicago Transit Authority, which is an economical choice. This offers train and bus service throughout Chicago and nearby suburbs. Which cities can you get to from O'Hare International Airport? From O'Hare International Airport, you can access different nearby cities, including Bensenville, Schiller Park, Franklin Park, Elk Grove Village, Wood Dale, and Northlake. The airport is also near Mount Prospect, Niles, and Melrose Park. All these cities are within driving distance of the airport. If you want to visit major cities from O'Hare International Airport, there are several options nearby, including Chicago and Milwaukee. The airport offers flights to most major cities.

When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

Prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport are updated daily.

How many operators does momondo search for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

There are 7 operators available for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport as of October 2025.

How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$62 Cheap Flights from Boston to Chicago O'Hare Intl Airport in 2025/26

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8:10 pm - 10:15 pmBOS-ORD

3h 05mnonstop

7:00 am - 10:33 amORD-BOS

2h 33mnonstop

$117Delta

Find Deal

Wed, Jan 14 - Wed, Jan 21

5:29 pm - 7:43 pmBOS-ORD

3h 14mnonstop

8:38 pm - 12:06 amORD-BOS

2h 28mnonstop

$118JetBlue

Find Deal

Thu, Dec 4 - Mon, Dec 8

7:45 am - 9:49 amBOS-ORD

3h 04mnonstop

6:11 pm - 9:44 pmORD-BOS

2h 33mnonstop

$119United Airlines

Find Deal

Wed, Dec 31 - Mon, Jan 5

6:01 am - 8:05 amBOS-ORD

3h 04mnonstop

9:13 am - 12:46 pmORD-BOS

2h 33mnonstop

$120United Airlines

Find Deal

Thu, Dec 25 - Wed, Jan 7

3:40 pm - 9:52 pmBOS-ORD

7h 12m1 stop

8:38 pm - 12:06 amORD-BOS

2h 28mnonstop

$121JetBlue

Find Deal

Thu, Dec 4 - Mon, Dec 8

10:40 am - 12:40 pmBOS-ORD

3h 00mnonstop

10:48 am - 2:09 pmORD-BOS

2h 21mnonstop

$122United Airlines

Find Deal

Thu, Nov 20 - Fri, Nov 28

4:36 pm - 7:03 pmBOS-ORD

3h 27mnonstop

12:15 am - 3:39 amORD-BOS

2h 24mnonstop

$126American Airlines

Find Deal

Wed, Dec 31 - Sun, Jan 4

2:03 pm - 4:05 pmBOS-ORD

3h 02mnonstop

8:05 am - 11:19 amORD-BOS

2h 14mnonstop

$149American Airlines

Find Deal

Wed, Feb 25 - Sun, Mar 1

9:05 am - 9:50 pmBOS-ORD

13h 45m2 stops

1:45 pm - 10:15 pmORD-BOS

7h 30m1 stop

$150Southwest

Find Deal

Wed, Dec 10 - Tue, Dec 16

11:28 am - 10:24 pmBOS-ORD

11h 56m1 stop

10:24 am - 7:33 amORD-BOS

20h 09m2 stops

$167Frontier

Find Deal

Thu, Dec 4 - Sun, Dec 7

Southwest flights from Boston to Chicago O'Hare Intl Airport

Our best Southwest deals on Boston to Chicago O'Hare Intl Airport flight tickets

Southwest

Oct 28

BOS6:45 amBoston Logan Intl

8h 15m

1 stop

ORD2:00 pmChicago O'Hare Intl

Oct 31

ORD2:50 pmChicago O'Hare Intl

4h 50m

1 stop

BOS8:40 pmBoston Logan Intl

$147

Find similar

Southwest

Dec 10

BOS9:05 amBoston Logan Intl

13h 45m

2 stops

ORD9:50 pmChicago O'Hare Intl

Dec 16

ORD1:45 pmChicago O'Hare Intl

7h 30m

1 stop

BOS10:15 pmBoston Logan Intl

$150

Find similar

Southwest

Oct 28

BOS7:50 amBoston Logan Intl

11h 05m

2 stops

ORD5:55 pmChicago O'Hare Intl

Oct 31

ORD1:50 pmChicago O'Hare Intl

6h 30m

1 stop

BOS9:20 pmBoston Logan Intl

$152

Find similar

Spirit Airlines flights from Boston to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets

Spirit Airlines

Oct 31

BOS2:15 pmBoston Logan Intl

8h 18m

1 stop

ORD9:33 pmChicago O'Hare Intl

Nov 5

ORD10:52 amChicago O'Hare Intl

12h 07m

1 stop

BOS11:59 pmBoston Logan Intl

$161

Find similar

Spirit Airlines

Oct 30

BOS2:15 pmBoston Logan Intl

8h 18m

1 stop

ORD9:33 pmChicago O'Hare Intl

Nov 1

ORD6:00 amChicago O'Hare Intl

12h 16m

1 stop

BOS7:16 pmBoston Logan Intl

$162

Find similar

Spirit Airlines

Oct 31

BOS2:15 pmBoston Logan Intl

8h 18m

1 stop

ORD9:33 pmChicago O'Hare Intl

Nov 5

ORD10:52 amChicago O'Hare Intl

12h 07m

1 stop

BOS11:59 pmBoston Logan Intl

$164

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momondo Fare Finder

Use the filters below to find and compare flights from Boston to Chicago O'Hare Intl Airport that are best for you.

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Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 1/14

8:10 pm-10:15 pm

Nonstop3h 05m

Chicago O'Hare Intl

Wed 1/21

7:00 am-10:33 am

Nonstop2h 33m

$117

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

5:29 pm-7:43 pm

Nonstop3h 14m

Chicago O'Hare Intl

Mon 12/8

8:38 pm-12:06 am

Nonstop2h 28m

$118

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/31

7:45 am-9:49 am

Nonstop3h 04m

Chicago O'Hare Intl

Mon 1/5

6:11 pm-9:44 pm

Nonstop2h 33m

$119

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/25

6:01 am-8:05 am

Nonstop3h 04m

Chicago O'Hare Intl

Wed 1/7

9:13 am-12:46 pm

Nonstop2h 33m

$120

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

3:40 pm-9:52 pm

1 stop7h 12m

Chicago O'Hare Intl

Mon 12/8

8:38 pm-12:06 am

Nonstop2h 28m

$121

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 11/20

10:40 am-12:40 pm

Nonstop3h 00m

Chicago O'Hare Intl

Fri 11/28

10:48 am-2:09 pm

Nonstop2h 21m

$122

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/31

4:36 pm-7:03 pm

Nonstop3h 27m

Chicago O'Hare Intl

Sun 1/4

12:15 am-3:39 am

Nonstop2h 24m

$126

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 2/25

2:03 pm-4:05 pm

Nonstop3h 02m

Chicago O'Hare Intl

Sun 3/1

8:05 am-11:19 am

Nonstop2h 14m

$149

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/10

9:05 am-9:50 pm

2 stops13h 45m

Chicago O'Hare Intl

Tue 12/16

1:45 pm-10:15 pm

1 stop7h 30m

$150

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/4

11:28 am-10:24 pm

1 stop11h 56m

Chicago O'Hare Intl

Sun 12/7

10:24 am-7:33 am

2 stops20h 09m

$167

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Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the typical price of a round-trip flight between Boston and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Boston averaging around $212.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $323. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $432.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Boston in the evening is the least expensive time of day to depart. momondo users have found prices as low as $265 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $352. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Boston Logan Intl to Chicago O'Hare Intl flight route?

Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston Logan Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $250 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Boston for as low as $225 on momondo.

What cabin class options are available on Boston Logan Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Boston Logan Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Boston to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 26% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Boston to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Boston to Chicago O'Hare Intl Airport (BOS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago O'Hare Intl Airport

Best Price Found	$136
Fastest flight time	2h 49m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is $136. The best round-trip flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $210.

The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 49m

Direct flights go from Boston to Chicago O'Hare Intl Airport every day.

Search flight deals

How far is Boston Logan Intl to Chicago O'Hare Intl by plane?
A flight from Boston Logan Intl to Chicago O'Hare Intl will travel around 861.0 mi. 2h 49m is a normal flight duration for this route.
When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?
Prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?
There are 7 operators available for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport as of October 2025.
How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Boston to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Boston and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737-800, making up 26.97% of the total bookings. Other popular models include Boeing 737-900 with 12.39%, Boeing 737 MAX 8 with 11.23%, and Airbus A220-300 with 10.16%.
What is the most popular airline from Boston to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Boston to Chicago O'Hare Intl Airport is American Airlines, representing 38% of all bookings. The subsequent popular airlines are United Airlines at 33%, Delta at 17%, and JetBlue at 10%.

Best airlines flying from Boston to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Boston to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $69	Free Cancellation	Rating 6.3 8,098 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $78	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Frontier	PriceFrom $89	Free Cancellation	Rating 5.8 3,128 reviews	Search Frontier flights
Delta	PriceFrom $115	Free Cancellation	Rating 7.9 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $130	Free Cancellation	Rating 7.4 8,991 reviews	Search United Airlines flights
American Airlines	PriceFrom $137	Free Cancellation	Rating 7.2 11,028 reviews	Search American Airlines flights
Southwest	PriceFrom $156	Free Cancellation	Rating 8.0 4,237 reviews	Search Southwest flights

Delta Flights From Boston to Chicago O'Hare Intl Airport
Delta is one of the most popular airlines flying from Boston to Chicago O'Hare Intl Airport, operating 5 flights/week on average for this route. A good Delta flight deal for Boston to Chicago O'Hare Intl Airport starts from $115 round-trip, up to an average price of $256. Our users have rated Delta at 7.9/10.
United Airlines Flights From Boston to Chicago O'Hare Intl Airport
United Airlines (7.4/10 from 8,991 reviews) operates around 23 flights from Boston to Chicago O'Hare Intl Airport in any given week. The average United Airlines airfare for this route is around $278, with deals from around $130 rare but found on momondo. Referenced prices are for round-trip Boston to Chicago O'Hare Intl Airport flight searches in the last 72 hours.

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We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Boston to Chicago for you.

Can I find flights from Boston to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Boston to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Boston to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Chicago.

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Yes. momondo can track prices for Boston to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Boston to Chicago from $62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Chicago departing on 12/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Southwest flights from Boston to Chicago O'Hare Intl Airport

Our best Southwest deals on Boston to Chicago O'Hare Intl Airport flight tickets

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Our best Spirit Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets

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How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Boston and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Boston averaging around $212.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Boston Logan Intl to Chicago O'Hare Intl flight route?

Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston Logan Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

What cabin class options are available on Boston Logan Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Boston Logan Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Boston to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 26% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Boston Logan Intl to Chicago O'Hare Intl?

Frontier, United Airlines, and Southwest are the most popular carriers operating from Boston Logan Intl to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from Boston to Chicago delayed?

Historically, on average around 12% of flights between Boston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 168 minutes.

What is the most punctual flight time for Boston to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Boston to Chicago flights?

According to our data, Air Canada have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per day?

The number of flights available between Boston and Chicago O'Hare Intl Airport is 36 per day as of October 2025. The most frequent departure time is 4:00PM, with 43% of daily flights leaving in the afternoon.

How many flights depart from Boston to Chicago O'Hare Intl Airport on average per week?

As of October 2025, there are 254 flights per week flying from Boston to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Thu, with 31% of flights taking off on this day.

When to book flights from Boston to Chicago O'Hare Intl Airport

Cheap Boston to Chicago O'Hare Intl Airport (BOS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago O'Hare Intl Airport

Best Price Found

Fastest flight time

Direct flights

How far is Boston Logan Intl to Chicago O'Hare Intl by plane?

When did momondo last update prices for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

How many operators does momondo search for flights from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Boston Logan Intl Airport to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Boston to Chicago O'Hare Intl Airport?

What is the most popular airline from Boston to Chicago O'Hare Intl Airport?

Best airlines flying from Boston to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Boston to Chicago O'Hare Intl Airport with momondo

Delta Flights From Boston to Chicago O'Hare Intl Airport

United Airlines Flights From Boston to Chicago O'Hare Intl Airport

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Chicago?

Can I find flights from Boston to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Boston to Chicago?

I’m not ready to book a flight from Boston to Chicago right now. Can momondo alert me if prices change?

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