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$79+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — ORD
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Boston to Illinois

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Illinois (USIL). 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 November 21, 2024.

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 November 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:00 amBOS - MDW
1 stop6h 42mFrontier
Fri 12/137:00 amMDW - BOS
1 stop16h 30mFrontier
Deal found 11/20$124
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/610:34 amBOS - ORD
1 stop11h 33mMultiple Airlines
Mon 12/910:59 amORD - BOS
1 stop12h 31mMultiple Airlines
Deal found 11/20$124
This Frontier deal was found by Cheapflights users on 11/20. 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.
Tue 12/175:45 amBOS - ORD
1 stop11h 48mFrontier
Thu 1/210:15 pmORD - BOS
1 stop8h 18mFrontier
Deal found 11/20$127
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/172:18 pmBOS - ORD
1 stop9h 41mSpirit Airlines
Tue 12/241:24 pmORD - BOS
1 stop6h 56mSpirit Airlines
Deal found 11/20$141
This JetBlue deal was found by Cheapflights users on 11/20. 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.
Thu 12/56:00 amBOS - ORD
Nonstop3h 05mJetBlue
Mon 12/98:51 amORD - BOS
Nonstop2h 22mJetBlue
Deal found 11/20$157
This Southwest deal was found by Cheapflights users on 11/21. 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.
Wed 12/47:00 amBOS - MDW
Nonstop2h 45mSouthwest
Sun 12/88:00 amMDW - BOS
Nonstop2h 15mSouthwest
Deal found 11/21$158
This Delta deal was found by Cheapflights users on 11/21. 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.
Tue 12/1711:05 amBOS - ORD
Nonstop2h 55mDelta
Tue 12/247:35 amORD - BOS
Nonstop2h 28mDelta
Deal found 11/21$173
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Sun 12/159:30 amBOS - ORD
Nonstop2h 56mUnited Airlines
Sun 1/59:30 pmORD - BOS
Nonstop2h 24mUnited Airlines
Deal found 11/20$182
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Wed 12/45:53 amBOS - ORD
1 stop6h 05mAmerican Airlines
Sat 12/75:40 pmORD - BOS
Nonstop2h 20mAmerican Airlines
Deal found 11/20$207
This Delta deal was found by Cheapflights users on 11/19. 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 12/115:10 amBOS - STL
1 stop5h 25mDelta
Mon 12/167:15 amSTL - BOS
1 stop5h 50mDelta
Deal found 11/19$226
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Wed 12/1110:34 amBOS - STL
3 stops31h 11mMultiple Airlines
Sat 12/144:26 pmSTL - BOS
1 stop7h 12mMultiple Airlines
Deal found 11/20$232
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:00 amBOS - STL
1 stop27h 47mFrontier
Sun 12/298:40 pmSTL - BOS
1 stop13h 15mFrontier
Deal found 11/21$233

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 12/11

6:00 am-11:42 am

1 stop6h 42m

Chicago Midway

Fri 12/13

7:00 am-12:30 am

1 stop16h 30m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 12/6

10:34 am-9:07 pm

1 stop11h 33m

Chicago O'Hare Intl

Mon 12/9

10:59 am-12:30 am

1 stop12h 31m

$124

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/17

11:46 am-8:45 pm

1 stop9h 59m

Chicago O'Hare Intl

Tue 1/21

2:59 pm-12:39 am

1 stop8h 40m

$125

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/17

2:18 pm-10:59 pm

1 stop9h 41m

Chicago O'Hare Intl

Tue 12/24

1:24 pm-9:20 pm

1 stop6h 56m

$141

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 12/5

7:20 am-9:29 am

Nonstop3h 09m

Chicago O'Hare Intl

Mon 12/9

6:30 am-10:00 am

Nonstop2h 30m

$157

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 12/4

7:00 am-8:45 am

Nonstop2h 45m

Chicago Midway

Sun 12/8

8:00 am-11:15 am

Nonstop2h 15m

$158

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 1/10

8:35 am-3:44 pm

1 stop8h 09m

Chicago O'Hare Intl

Tue 1/14

9:05 am-12:23 pm

Nonstop2h 18m

$166

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 2/2

5:50 pm-10:57 pm

1 stop6h 07m

Chicago O'Hare Intl

Sat 2/8

10:50 am-4:05 pm

1 stop4h 15m

$176

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 12/3

2:41 pm-4:41 pm

Nonstop3h 00m

Chicago O'Hare Intl

Sun 12/8

7:00 am-10:28 am

Nonstop2h 28m

$187

BostonSt. Louis

BOS - STL

BOSSTL

Boston Logan Intl

Wed 12/11

5:10 am-9:35 am

1 stop5h 25m

Lambert-St Louis

Mon 12/16

7:15 am-2:05 pm

1 stop5h 50m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 60 results
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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 November 21, 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.

Weekly flight availability from Boston to Illinois

Explore weekly flight availability from Boston to Illinois. 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 November 21, 2024.

The most flights from BOS to USIL are scheduled on a Monday (47 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

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 November 21, 2024.
Get a feel of what it's like to fly with Spirit Airlines, JetBlue 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
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

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

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,015 reviews

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Boarding

8.2

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.

  • 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 Southwest ($79), JetBlue ($79), and Frontier ($80).

  • 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 Avianca (100%), Japan Airlines (96%) or Republic Airways (93%) 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 $909, our data shows the cheapest flight currently is $75. When looking at the most popular route, (Boston Logan Intl - Chicago O'Hare Intl), you can expect to pay $112 for that flight.

  • 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.

  • 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.

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Alternative routes for Boston to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$104FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$83Average$234FlexibilityNo cancel feeOn-time62%
DeltaCheapest$94Average$346FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$98Average$134FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$135Average$485FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$145Average$234FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$147Average$438FlexibilityNo cancel feeOn-time69%
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