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

As of March 2026, 351 flights take off from Boston and land in Illinois each week. The most common flight departure day for this route is Fri, with 19% of weekly flights taking off on this day.

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

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

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

50 flights are operational daily from Boston to Illinois as of March 2026. The most popular departure time for this route is 4:00PM, with 48% of flights per day taking off at noon.

What airlines fly to Illinois?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Illinois 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 Illinois. Keep in mind that there are 6 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Boston Logan Intl Airport to Illinois are refreshed on a daily basis.

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

The number of operators available for flights from Boston Logan Intl Airport to Illinois is 7 as of March 2026.

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

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 Boston Logan Intl Airport to Illinois.

What documentation or ID do you need to fly to Illinois?

The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$70 Cheap Flights from Boston to Illinois in 2026

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Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:40 pm - 7:31 pm

BOS

MDW

7h 51m

1 stop

2:15 pm - 1:31 am

MDW

BOS

10h 16m

1 stop

$140Frontier

Tue, Apr 14 - Wed, Apr 15

12:45 pm - 6:30 pm

BOS

ORD

6h 45m

1 stop

6:08 pm - 1:31 am

ORD

BOS

6h 23m

1 stop

$140Frontier

Mon, Apr 13 - Tue, Apr 14

4:34 pm - 6:51 pm

BOS

ORD

3h 17mnonstop

6:00 am - 9:27 am

ORD

BOS

2h 27mnonstop

$156American Airlines

Sat, Apr 11 - Sun, Apr 12

6:00 am - 7:59 am

BOS

ORD

2h 59mnonstop

9:15 am - 12:46 pm

ORD

BOS

2h 31mnonstop

$157United Airlines

Wed, Apr 15 - Wed, Apr 22

9:25 am - 11:05 am

BOS

MDW

2h 40mnonstop

12:45 pm - 4:05 pm

MDW

BOS

2h 20mnonstop

$157Southwest

Sat, Apr 11 - Tue, Apr 14

3:16 pm - 5:30 pm

BOS

ORD

3h 14mnonstop

6:00 am - 9:27 am

ORD

BOS

2h 27mnonstop

$158American Airlines

Sat, Apr 11 - Sun, Apr 12

7:15 am - 9:05 am

BOS

MDW

2h 50mnonstop

5:40 pm - 11:10 pm

MDW

BOS

4h 30m

1 stop

$167Southwest

Sat, Apr 11 - Mon, Apr 13

7:15 am - 12:41 pm

BOS

MLI

6h 26m

1 stop

1:55 pm - 9:59 pm

MLI

BOS

7h 04m

1 stop

$291United Airlines

Sat, Apr 25 - Tue, Apr 28

3:00 pm - 10:35 pm

BOS

MLI

8h 35m

1 stop

5:11 pm - 7:22 am

MLI

BOS

13h 11m

2 stops

$333Delta

Tue, Apr 28 - Wed, May 6

5:45 am - 11:11 am

BOS

BMI

6h 26m

1 stop

4:00 pm - 1:03 am

BMI

BOS

8h 03m

1 stop

$339Delta

Tue, Jun 16 - Tue, Jun 23

United Airlines flights from Boston to Illinois

Our best United Airlines deals on Boston to Illinois flight tickets

United Airlines

Apr 15

BOS6:00 amBoston Logan Intl

2h 59m

ORD7:59 amChicago O'Hare Intl

Apr 22

ORD9:15 amChicago O'Hare Intl

2h 31m

BOS12:46 pmBoston Logan Intl

$157

United Airlines

Apr 9

BOS8:15 amBoston Logan Intl

2h 57m

ORD10:12 amChicago O'Hare Intl

Apr 12

ORD7:30 amChicago O'Hare Intl

2h 31m

BOS11:01 amBoston Logan Intl

$167

United Airlines

Apr 22

BOS6:00 amBoston Logan Intl

2h 59m

ORD7:59 amChicago O'Hare Intl

Apr 28

ORD6:23 pmChicago O'Hare Intl

2h 36m

BOS9:59 pmBoston Logan Intl

$176

Frontier flights from Boston to Illinois

Our best Frontier deals on Boston to Illinois flight tickets

Frontier

Apr 13

BOS12:45 pmBoston Logan Intl

6h 45m

1 stop

ORD6:30 pmChicago O'Hare Intl

Apr 14

ORD6:08 pmChicago O'Hare Intl

6h 23m

1 stop

BOS1:31 amBoston Logan Intl

$140

Frontier

Apr 15

BOS6:00 amBoston Logan Intl

12h 00m

1 stop

ORD5:00 pmChicago O'Hare Intl

Apr 17

ORD4:28 pmChicago O'Hare Intl

8h 03m

1 stop

BOS1:31 amBoston Logan Intl

$160

Frontier

May 3

BOS12:31 pmBoston Logan Intl

11h 08m

1 stop

ORD10:39 pmChicago O'Hare Intl

May 5

ORD1:59 pmChicago O'Hare Intl

10h 25m

1 stop

BOS1:24 amBoston Logan Intl

$161

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Tue 4/14

12:40 pm-7:31 pm

1 stop7h 51m

Chicago Midway

Wed 4/15

2:15 pm-1:31 am

1 stop10h 16m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 4/13

12:45 pm-6:30 pm

1 stop6h 45m

Chicago O'Hare Intl

Tue 4/14

6:08 pm-1:31 am

1 stop6h 23m

$140

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 4/11

4:34 pm-6:51 pm

Nonstop3h 17m

Chicago O'Hare Intl

Sun 4/12

6:00 am-9:27 am

Nonstop2h 27m

$156

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 4/15

6:00 am-7:59 am

Nonstop2h 59m

Chicago O'Hare Intl

Wed 4/22

9:15 am-12:46 pm

Nonstop2h 31m

$157

Quickest round-trip

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 4/11

9:25 am-11:05 am

Nonstop2h 40m

Chicago Midway

Tue 4/14

12:45 pm-4:05 pm

Nonstop2h 20m

$157

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 4/11

3:16 pm-5:30 pm

Nonstop3h 14m

Chicago O'Hare Intl

Sun 4/12

6:00 am-9:27 am

Nonstop2h 27m

$158

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Sat 4/11

7:15 am-9:05 am

Nonstop2h 50m

Chicago Midway

Mon 4/13

5:40 pm-11:10 pm

1 stop4h 30m

$167

BostonMoline

BOS - MLI

BOSMLI

Boston Logan Intl

Sat 4/25

7:15 am-12:41 pm

1 stop6h 26m

Moline Quad-City

Tue 4/28

1:55 pm-9:59 pm

1 stop7h 04m

$291

BostonMoline

BOS - MLI

BOSMLI

Boston Logan Intl

Tue 4/28

3:00 pm-10:35 pm

1 stop8h 35m

Moline Quad-City

Wed 5/6

5:11 pm-7:22 am

2 stops13h 11m

$333

BostonBloomington

BOS - BMI

BOSBMI

Boston Logan Intl

Tue 6/16

5:45 am-11:11 am

1 stop6h 26m

Bloomington-Normal

Tue 6/23

4:00 pm-1:03 am

1 stop8h 03m

$339

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Boston to Illinois

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 Illinois?

The cheapest month to fly to Illinois from Boston is in September. Flight prices, which tend to average around $187, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $200.

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

The cheapest day to depart from Boston to Illinois is on a Wednesday when prices can be found for as low as $308. Flights from Boston to Illinois on a Sunday will generally be more expensive and average around $407. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Boston to Illinois during this time can be as low as $270. Flights at noon are often more expensive with an average ticket price of $368.

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

Fly from Boston Logan Intl to Chicago Midway for the best Boston Logan Intl - Illinois flight prices

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

You are more likely to see cheaper flights to Illinois from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $246 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Boston for as low as $210 on momondo.

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

There are 4 cabin classes available to choose from on Boston Logan Intl to Illinois 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 Boston to Illinois flights?

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

Cheap Boston to Illinois flight deals and tips

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

Best Price Found	$127
Fastest flight time	2h 35m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Boston in the past 72 hours is $127. The best round-trip flight deal from Boston to Illinois found on momondo in the last 72 hours is $227.

The fastest flight from Boston to Illinois takes 2h 35m

Direct flights go from Boston to Illinois every day.

There are 98 airports in Illinois. From Boston there are direct flights to Chicago Midway (MDW), Lambert-St Louis (STL).

Search flight deals

When did momondo last update prices for flights from Boston Logan Intl Airport to Illinois?
Prices for flights from Boston Logan Intl Airport to Illinois are refreshed on a daily basis.
How many operators does momondo search for flights from Boston Logan Intl Airport to Illinois?
The number of operators available for flights from Boston Logan Intl Airport to Illinois is 7 as of March 2026.
How old do you have to be to fly from Boston Logan Intl Airport to Illinois?
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 Boston Logan Intl Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Boston to Illinois?
momondo data reveals that the most frequently booked plane model on the route from Boston to Illinois is Boeing 737-800, representing 19.22% of all bookings. The subsequent popular models are Embraer 175 at 15.06%, Airbus A321neo at 10.32%, and Airbus A319 at 9.72%.

Best airlines flying from Boston to Illinois

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $32	Free Cancellation	Rating 6.3 8,532 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $67	Free Cancellation	Rating 7.2 2,909 reviews	Search JetBlue flights
Delta	PriceFrom $80	Free Cancellation	Rating 7.9 8,313 reviews	Search Delta flights
Southwest	PriceFrom $117	Free Cancellation	Rating 8.0 4,325 reviews	Search Southwest flights
United Airlines	PriceFrom $117	Free Cancellation	Rating 7.4 9,452 reviews	Search United Airlines flights
American Airlines	PriceFrom $127	Free Cancellation	Rating 7.1 11,488 reviews	Search American Airlines flights

Why use momondo?

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

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 Illinois for you.

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

All flight searches from Boston to Illinois on momondo can be filtered to show those which offer flexible booking policies.

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

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 Illinois.

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

Price alerts on flights to Illinois from Boston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Boston to Illinois from $70

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 Illinois departing on 5/17. 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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How to get the cheapest flight ticket from Boston to Illinois

What is the cheapest month to fly to Illinois?

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

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

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

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

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

Can stopping save me money on Boston to Illinois flights?

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

What airlines fly to Illinois?

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

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

Cheap Boston to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

Best airlines flying from Boston to Illinois

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

Why use momondo?

An easier way to manage your Illinois 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 Illinois

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