How long does it take to fly to Boston?

Flight times from Illinois to Boston vary, but if you’re flying out of Chicago and flying into Boston (one of the most popular routes), then the duration is 2h 16m on average. Another popular route from Illinois to Boston is flying from Moline to Boston, which will take roughly 4h 20m. Keep in mind that layovers or delays could extend your travel time.

How many flights depart from Illinois to Boston on average per day?

The number of flights available between Illinois and Boston is 66 per day as of November 2025. The most frequent departure time is 10:00AM, with 53% of daily flights leaving at noon.

What airlines fly to Boston?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Boston from Illinois according to our data. American Airlines is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Illinois to Boston Logan Intl?

Frontier, Delta, and Southwest are the most popular carriers operating from Illinois to Boston Logan Intl

How many flights depart from Illinois to Boston on average per week?

As of November 2025, 463 flights take off from Illinois and land in Boston each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

When did momondo last update prices for flights from Illinois to Boston Logan Intl Airport?

Prices for flights from Illinois to Boston Logan Intl Airport were last updated today.

How many operators does momondo search for flights from Illinois to Boston Logan Intl Airport?

As of November 2025, there are 7 operators available to choose from for flights from Illinois to Boston Logan Intl Airport.

How old do you have to be to fly from Illinois to Boston Logan Intl Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Boston Logan Intl Airport.

What documentation or ID do you need to fly to Boston Logan Intl Airport?

The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$47 Cheap Flights from Illinois to Boston in 2025/26

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Cheap round-trip flights

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7:10 am - 10:36 amORD-BOS

2h 26mnonstop

7:52 pm - 9:47 pmBOS-ORD

2h 55mnonstop

$117Delta

Find Deal

Wed, Dec 10 - Fri, Dec 12

6:15 pm - 9:35 pmMDW-BOS

2h 20mnonstop

6:55 pm - 8:45 pmBOS-MDW

2h 50mnonstop

$117Southwest

Find Deal

Thu, Dec 11 - Sun, Dec 14

8:38 pm - 12:06 amORD-BOS

2h 28mnonstop

5:29 pm - 7:43 pmBOS-ORD

3h 14mnonstop

$119JetBlue

Find Deal

Fri, Dec 5 - Mon, Dec 8

11:25 am - 2:49 pmORD-BOS

2h 24mnonstop

8:30 am - 10:35 amBOS-ORD

3h 05mnonstop

$121JetBlue

Find Deal

Thu, Dec 4 - Sun, Dec 7

7:00 am - 10:29 amORD-BOS

2h 29mnonstop

8:36 pm - 10:52 pmBOS-ORD

3h 16mnonstop

$124American Airlines

Find Deal

Thu, Dec 11 - Sun, Jan 4

10:18 am - 10:51 amMDW-BOS

23h 33m1 stop

6:00 am - 5:42 pmBOS-MDW

12h 42m1 stop

$124Frontier

Find Deal

Fri, Jan 9 - Tue, Jan 13

7:30 am - 10:49 amORD-BOS

2h 19mnonstop

6:00 am - 8:00 amBOS-ORD

3h 00mnonstop

$127United Airlines

Find Deal

Thu, Dec 4 - Sun, Dec 7

6:00 am - 12:02 pmORD-BOS

5h 02m1 stop

11:23 am - 5:27 pmBOS-ORD

7h 04m1 stop

$128Frontier

Find Deal

Sun, Dec 14 - Mon, Dec 15

9:12 pm - 12:45 amORD-BOS

2h 33mnonstop

12:45 pm - 2:49 pmBOS-ORD

3h 04mnonstop

$134United Airlines

Find Deal

Sun, Dec 21 - Sat, Jan 10

7:00 am - 10:25 amORD-BOS

2h 25mnonstop

2:05 pm - 4:05 pmBOS-ORD

3h 00mnonstop

$138American Airlines

Find Deal

Sat, Mar 7 - Mon, Mar 9

Delta flights from Illinois to Boston

Our best Delta deals on Illinois to Boston flight tickets

Delta

Dec 10

ORD7:10 amChicago O'Hare Intl

2h 26m

BOS10:36 amBoston Logan Intl

Dec 12

BOS7:52 pmBoston Logan Intl

2h 55m

ORD9:47 pmChicago O'Hare Intl

$117

Find similar

Delta

Dec 11

ORD7:10 amChicago O'Hare Intl

2h 26m

BOS10:36 amBoston Logan Intl

Dec 14

BOS7:52 pmBoston Logan Intl

2h 55m

ORD9:47 pmChicago O'Hare Intl

$118

Find similar

Delta

Nov 14

ORD7:10 amChicago O'Hare Intl

2h 26m

BOS10:36 amBoston Logan Intl

Nov 14

BOS7:55 pmBoston Logan Intl

3h 00m

ORD9:55 pmChicago O'Hare Intl

$177

Find similar

Southwest flights from Illinois to Boston

Our best Southwest deals on Illinois to Boston flight tickets

Southwest

Dec 11

MDW6:15 pmChicago Midway

2h 20m

BOS9:35 pmBoston Logan Intl

Dec 14

BOS6:55 pmBoston Logan Intl

2h 50m

MDW8:45 pmChicago Midway

$117

Find similar

Southwest

Dec 4

MDW6:15 pmChicago Midway

2h 20m

BOS9:35 pmBoston Logan Intl

Dec 8

BOS5:30 amBoston Logan Intl

2h 45m

MDW7:15 amChicago Midway

$122

Find similar

Southwest

Dec 4

MDW6:15 pmChicago Midway

2h 20m

BOS9:35 pmBoston Logan Intl

Dec 8

BOS5:30 amBoston Logan Intl

2h 45m

MDW7:15 amChicago Midway

$127

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 12/10

7:10 am-10:36 am

Nonstop2h 26m

Boston Logan Intl

Fri 12/12

7:52 pm-9:47 pm

Nonstop2h 55m

$117

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Thu 12/11

6:15 pm-9:35 pm

Nonstop2h 20m

Boston Logan Intl

Sun 12/14

6:55 pm-8:45 pm

Nonstop2h 50m

$117

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Fri 12/5

8:38 pm-12:06 am

Nonstop2h 28m

Boston Logan Intl

Mon 12/8

5:29 pm-7:43 pm

Nonstop3h 14m

$119

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 12/4

11:25 am-2:49 pm

Nonstop2h 24m

Boston Logan Intl

Sun 12/7

8:30 am-10:35 am

Nonstop3h 05m

$121

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 12/11

7:00 am-10:29 am

Nonstop2h 29m

Boston Logan Intl

Sun 1/4

8:36 pm-10:52 pm

Nonstop3h 16m

$124

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 1/9

10:18 am-10:51 am

1 stop23h 33m

Boston Logan Intl

Tue 1/13

6:00 am-5:42 pm

1 stop12h 42m

$124

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 12/4

7:30 am-10:49 am

Nonstop2h 19m

Boston Logan Intl

Sun 12/7

6:00 am-8:00 am

Nonstop3h 00m

$127

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 12/14

6:00 am-12:02 pm

1 stop5h 02m

Boston Logan Intl

Mon 12/15

11:23 am-5:27 pm

1 stop7h 04m

$128

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 12/21

9:12 pm-12:45 am

Nonstop2h 33m

Boston Logan Intl

Sat 1/10

12:45 pm-2:49 pm

Nonstop3h 04m

$134

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sat 3/7

7:00 am-10:25 am

Nonstop2h 25m

Boston Logan Intl

Mon 3/9

2:05 pm-4:05 pm

Nonstop3h 00m

$138

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How to get the cheapest flight ticket from Illinois to Boston

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

Other information

What is the cheapest month to fly to Boston?

In general, September is the cheapest month to fly from Illinois to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $207. If you aren’t able to travel during the month of September, then book flights to Boston from Illinois during July instead. Flights to Boston in July, while not as cheap as those in September, still average around $213.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Illinois to Boston is on a Wednesday when prices can be found for as low as $241. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $309.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Illinois to Boston in the evening for as low as $222. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $306 per ticket.

What is the cheapest Illinois to Boston Logan Intl flight route?

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

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $234 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Illinois for as low as $181 on momondo.

What cabin class options are available on Illinois to Boston Logan Intl flights?

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

Can stopping save me money on Illinois to Boston flights?

No. A direct flight is the cheapest option for a flight between Illinois to Boston.

Cheap Illinois to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Boston

Best Price Found	$93
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Boston	1 airport

The best one-way flight to Boston from Illinois in the past 72 hours is $93. The best round-trip flight deal from Illinois to Boston found on momondo in the last 72 hours is $150.

The fastest flight from Illinois to Boston takes 2h 15m

Direct flights go from Illinois to Boston every day.

There is 1 airport near Boston: Boston Logan Intl (BOS)

Search flight deals

When did momondo last update prices for flights from Illinois to Boston Logan Intl Airport?
Prices for flights from Illinois to Boston Logan Intl Airport were last updated today.
How many operators does momondo search for flights from Illinois to Boston Logan Intl Airport?
As of November 2025, there are 7 operators available to choose from for flights from Illinois to Boston Logan Intl Airport.
How old do you have to be to fly from Illinois to Boston Logan Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Illinois to Boston?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Boston is Boeing 737-800 (25.12% of total bookings). The next most popular plane models are Boeing 737-900 (13.01%), Airbus A220-300 (12.12%), and Embraer 175 (12.01%).

Best airlines flying from Illinois to Boston

Compare and see reviews for airlines that fly from Illinois to Boston with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $68	Free Cancellation	Rating 6.3 8,131 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $76	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Delta	PriceFrom $102	Free Cancellation	Rating 7.9 8,004 reviews	Search Delta flights
Frontier	PriceFrom $104	Free Cancellation	Rating 5.8 3,111 reviews	Search Frontier flights
American Airlines	PriceFrom $117	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
United Airlines	PriceFrom $118	Free Cancellation	Rating 7.4 9,011 reviews	Search United Airlines flights
Southwest	PriceFrom $137	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights

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Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Boston. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Boston from Illinois which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Illinois to Boston flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Boston from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Illinois to Boston from $47

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Boston departing on 12/23. 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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Big names and deals

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Filter for what you want

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Find the cheapest flights from Illinois to Boston

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Delta flights from Illinois to Boston

Our best Delta deals on Illinois to Boston flight tickets

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Our best Southwest deals on Illinois to Boston flight tickets

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How to get the cheapest flight ticket from Illinois to Boston

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 cheapest month to fly to Boston?

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Illinois to Boston is on a Wednesday when prices can be found for as low as $241. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $309.

What is the cheapest time of day to depart on your flight to Boston?

What is the cheapest Illinois to Boston Logan Intl flight route?

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

How far in advance should I book a flight to Boston?

What cabin class options are available on Illinois to Boston Logan Intl flights?

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

Can stopping save me money on Illinois to Boston flights?

No. A direct flight is the cheapest option for a flight between Illinois to Boston.

What is the cheapest airline that flies from Illinois to Boston Logan Intl?

Frontier, Delta, and Southwest are the most popular carriers operating from Illinois to Boston Logan Intl

What airlines fly to Boston?

How many flights depart from Illinois to Boston on average per day?

The number of flights available between Illinois and Boston is 66 per day as of November 2025. The most frequent departure time is 10:00AM, with 53% of daily flights leaving at noon.

How many flights depart from Illinois to Boston on average per week?

As of November 2025, 463 flights take off from Illinois and land in Boston each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

How long does it take to fly to Boston?

Cheap Illinois to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Boston

Best Price Found

Fastest flight time

Direct flights

Airports in Boston

When did momondo last update prices for flights from Illinois to Boston Logan Intl Airport?

How many operators does momondo search for flights from Illinois to Boston Logan Intl Airport?

How old do you have to be to fly from Illinois to Boston Logan Intl Airport?

What documentation or ID do you need to fly to Boston Logan Intl Airport?

What is the most popular plane model from Illinois to Boston?

Best airlines flying from Illinois to Boston

Compare and see reviews for airlines that fly from Illinois to Boston with momondo

Traveling to a place near Boston?

Why use momondo?

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

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

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

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

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

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