HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$74+ Cheap flights from Boston (BOS) to Illinois

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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
Nov 5 — Nov 121
1 adult
Tue 11/5
Tue 11/12
We work with more than 300 partners to bring you better travel deals

...and more

Find cheap flights from Boston to Illinois with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Boston to Illinois

Cheapest flights from Boston to Illinois
Explore the most affordable flight options available from Boston to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2024.

This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/166:00 amBOS - ORD
1 stop12h 41mFrontier
Mon 11/189:55 pmORD - BOS
1 stop9h 54mFrontier
Deal found 10/30$108
This Booking.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1212:11 pmBOS - ORD
1 stop7h 30mSpirit Airlines
Mon 11/184:38 pmORD - BOS
Nonstop2h 19mSpirit Airlines
Deal found 10/30$109
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1811:24 amBOS - MDW
1 stop11h 50mFrontier
Wed 11/275:35 pmMDW - BOS
1 stop5h 56mFrontier
Deal found 10/30$110
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1410:19 amBOS - ORD
1 stop12h 40mMultiple Airlines
Mon 11/184:38 pmORD - BOS
Nonstop2h 19mMultiple Airlines
Deal found 10/31$110
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/137:50 pmBOS - ORD
Nonstop3h 01mDelta
Sat 11/1612:40 pmORD - BOS
Nonstop2h 21mDelta
Deal found 10/30$117
This JetBlue deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/136:00 amBOS - ORD
Nonstop3h 06mJetBlue
Tue 1/149:05 amORD - BOS
Nonstop2h 18mJetBlue
Deal found 10/30$120
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/136:40 amBOS - MDW
Nonstop2h 45mSouthwest
Sun 12/158:30 pmMDW - BOS
Nonstop2h 10mSouthwest
Deal found 10/30$124
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/225:15 amBOS - ORD
Nonstop3h 02mAmerican Airlines
Sun 11/247:00 amORD - BOS
Nonstop2h 19mAmerican Airlines
Deal found 10/30$151
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/145:45 amBOS - ORD
1 stop5h 04mUnited Airlines
Sun 11/177:22 amORD - BOS
Nonstop2h 19mUnited Airlines
Deal found 10/31$167
This eDestinos deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/157:31 pmBOS - MDW
2 stops29h 25mMultiple Airlines
Mon 11/186:51 pmMDW - BOS
1 stop27h 30mMultiple Airlines
Deal found 10/30$172
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/165:25 amBOS - ORD
1 stop7h 05mSouthwest
Mon 11/185:45 pmORD - BOS
2 stops13h 35mSouthwest
Deal found 10/30$204
This Mytrip deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:00 amBOS - STL
1 stop11h 21mMultiple Airlines
Mon 12/1612:00 pmSTL - BOS
3 stops35h 38mMultiple Airlines
Deal found 10/31$308

Find flights from Boston to Illinois within your budget

Customize your flight search to find flights from Boston to Illinois 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 2,570,725 searches. Data last updated October 31, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 11/25

11:35 am-9:59 pm

1 stop11h 24m

$74

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 11/13

12:11 pm-8:48 pm

1 stop9h 37m

$76

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Fri 1/10

8:10 am-10:05 am

Nonstop2h 55m

$79

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/31

7:00 am-9:11 am

Nonstop3h 11m

$79

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 11/6

6:00 am-8:06 am

Nonstop3h 06m

$81

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 12/8

5:45 am-9:34 am

1 stop4h 49m

$88

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/25

5:00 am-7:04 am

Nonstop3h 04m

$89

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 11/13

7:31 pm-5:09 pm

1 stop22h 38m

$92

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 12/18

12:59 pm-10:47 pm

1 stop10h 48m

$74

BostonChicago

BOS - RFD

BOSRFD

Boston Logan Intl

Sun 1/5

10:58 am-7:55 am

2 stops21h 57m

$211

Flights are sorted by cheapest first

Deals found on 10/31

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Boston to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Boston with our price prediction graph.
Estimated round-trip 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.

Travel insights for flights from Boston to Illinois

Get recent, data-driven insights about flights from Boston to Illinois including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Boston to Illinois?

Currently, September is the cheapest month in which you can book a flight from Boston to Illinois (average of $232). Flying from Boston to Illinois in June is currently the most expensive (average of $308). 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 IL?

Find hourly flight availability from Boston to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2024.

When flying from Boston to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated October 31, 2024.
Get a feel of what it's like to fly with Spirit Airlines, Frontier and Delta from Boston to Illinois by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,116 reviews
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,420 reviews
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,835 reviews
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Porter Airlines
7.8
Good
294 reviews
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,514 reviews
Southwest
8.1
Very good
5,116 reviews

Crew

8.7

Overall

8.1

Entertainment

7.7

Comfort

8.1

Food

7.2

Boarding

8.3

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Boston to Illinois. 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 Illinois?

    If you book a flight to Illinois from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

  • Can I find flights from Boston to Illinois for under $200 on Cheapflights?

    Yes, there are multiple flights from Boston to Illinois for under $200. The cheapest flight booked recently is on Frontier for just $108, but on average you can expect to pay $179.

  • Are there nonstop flights from Boston to Illinois for under $100 on Cheapflights?

    Cheapflights has at least 8 direct flights from Boston to Illinois under $100. A good price for a nonstop flight from Boston to Illinois is less than $168.

  • Are there last-minute flights available from Boston to Illinois for under $100?

    There are currently 20+ open flights from Boston to Illinois within the next 7 days for less than $100.

  • What days are nonstop flights available from Boston to Illinois?

    Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

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

    On average, you can expect to see 120 flights from Boston to Illinois a day.
    Early Morning (Midnight to 6am) - 7% of flight departures
    Morning (6am - Noon) - 42% of flight departures
    Afternoon (Noon - 6pm) - 42% of flight departures
    Evening (6pm - Midnight) - 10% of flight departures

  • How long is the flight from Boston to Illinois?

    Departing from Boston to Illinois will take you 2h 58m. There are 869 mi between Boston and Illinois. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Boston to Illinois one-way?

    The cheapest airlines for a one-way flight from Boston to Illinois are Frontier ($74), Spirit Airlines ($76), and Southwest ($79).

  • What are the most popular routes from Boston to Illinois?

    The most popular flight routes from Boston to Illinois are Boston Logan Intl - Chicago O'Hare Intl, Boston Logan Intl - Chicago Midway and Boston Logan Intl - Lambert-St Louis.

  • What are the most reliable airlines from Boston to Illinois?

    No one likes to see their flight delayed. When booking a flight from Boston to Illinois consider choosing Republic Airways (100%), Avianca (100%) or Japan Airlines (95%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Illinois?

    While on average a flight from Boston to Illinois is generally $862, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Boston Logan Intl - Chicago O'Hare Intl), you can expect to pay $80 for that flight.

  • What does BOS to ORD mean?

    This is defined as Boston Logan Intl Airport (BOS) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Chicago Midway Airport (MDW), Moline Quad-City Airport (MLI), Greater Peoria Airport (PIA), Bloomington-Normal Airport (BMI), Champaign University-Willard Airport (CMI) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Boston to Illinois that include extra baggage allowance?

    The amount of baggage you can bring on your Boston to Illinois flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Boston to Illinois with specific airlines?

    Yes, Cheapflights allows you to browse and filter Boston to Illinois flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Boston to Illinois that include hotel bookings?

    Yes. In addition to deals on Boston to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Illinois.

  • Can I find deals for business class flights from Boston to Illinois?

    Yes. Cheapflights offers flight deals from Boston to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Boston to Illinois that allow pets onboard?

    Many airlines flying from Boston to Illinois offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Boston to Illinois?

    Yes, you can often find last-minute deals on Boston to Illinois flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Boston to Illinois flight deals updated?

    The Boston to Illinois flight deals you see on this page were last updated on 10/31.

  • What is the cheapest month to book a flight from Boston to Illinois?

    Currently, September is the cheapest month in which you can book a flight from Boston to Illinois (average of $232). Flying from Boston to Illinois in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Boston to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Orlando flights
Boston to Miami flights
Boston to Fort Lauderdale flights
Boston to Los Angeles flights
Boston to O'Hare Intl flights
Boston to Dallas/Fort Worth flights
Boston to Las Vegas flights
Boston to Nashville flights
Boston to Baltimore flights
Boston to Denver flights
Boston to Reagan-National flights
Boston to Sky Harbor Intl flights
Boston to Seattle flights
Boston to San Francisco flights
Boston to West Palm Beach flights
Boston to Newark flights
Boston to Dulles Intl flights
Boston to LaGuardia flights
Boston to John F Kennedy Intl flights
Boston to Charlotte flights
Boston to Hobby flights
Boston to Austin flights
Boston to San Diego flights
Boston to Tampa flights
Boston to Salt Lake City flights
Boston to Philadelphia flights
Boston to George Bush Intcntl flights
Hartford to Fort Lauderdale flights
Hartford to Orlando flights
Boston to Atlanta flights
Boston to Fort Myers flights
Boston to New Orleans flights
Boston to Detroit flights
Boston to Raleigh flights
Boston to Honolulu flights
Boston to Charleston flights
Hartford to O'Hare Intl flights
Boston to Indianapolis flights
Boston to Ontario flights
Boston to Pittsburgh flights
Boston to Cleveland flights
Boston to Burbank flights
Boston to Jacksonville flights
Hartford to Dulles Intl flights
Boston to Savannah flights
Boston to Midway flights
Hartford to Miami flights
Boston to Minneapolis flights
Hartford to Atlanta flights
Boston to Columbus flights

Top 7 airlines flying from Boston to Illinois

Discover the top 7 airlines that operate flights from Boston to Illinois. 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 2,570,725 searches. Data last updated October 31, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$101FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$84Average$233FlexibilityNo cancel feeOn-time62%
FrontierCheapest$90Average$153FlexibilityNo cancel feeOn-time62%
DeltaCheapest$99Average$356FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$126Average$448FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$144Average$220FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$147Average$430FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines