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$79+ Cheap flights from Illinois to Boston (BOS)

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — BOS
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Illinois to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Illinois (USIL) to Boston (BOS). 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 20, 2024.

Find flight deals from Illinois to Boston

Cheapest flights from Illinois to Boston
Explore the most affordable flight options available from Illinois to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1012:57 pmMDW - BOS
1 stop10h 33mFrontier
Wed 12/116:00 amBOS - MDW
1 stop6h 42mFrontier
Deal found 11/19$100
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/109:58 amORD - BOS
1 stop13h 40mSpirit Airlines
Wed 12/115:00 amBOS - ORD
1 stop12h 06mSpirit Airlines
Deal found 11/20$101
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/910:59 amORD - BOS
1 stop12h 31mMultiple Airlines
Tue 12/105:00 amBOS - ORD
1 stop12h 06mMultiple Airlines
Deal found 11/19$108
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/910:59 amORD - BOS
1 stop12h 31mFrontier
Wed 12/116:00 amBOS - ORD
1 stop27h 24mFrontier
Deal found 11/19$114
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/101:55 pmORD - BOS
Nonstop2h 21mUnited Airlines
Tue 12/1710:45 amBOS - ORD
Nonstop2h 56mUnited Airlines
Deal found 11/19$157
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/138:00 amMDW - BOS
Nonstop2h 15mSouthwest
Sun 12/156:40 amBOS - MDW
Nonstop2h 45mSouthwest
Deal found 11/19$158
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1010:14 amORD - BOS
1 stop7h 31mJetBlue
Sun 12/156:00 amBOS - ORD
Nonstop3h 06mJetBlue
Deal found 11/19$166
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.
Sun 12/156:30 amORD - BOS
Nonstop2h 30mDelta
Wed 12/187:25 amBOS - ORD
Nonstop3h 03mDelta
Deal found 11/19$177
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.
Thu 12/197:19 amORD - BOS
Nonstop2h 31mAmerican Airlines
Mon 1/208:45 amBOS - ORD
Nonstop3h 00mAmerican Airlines
Deal found 11/20$182
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/285:21 pmSTL - BOS
1 stop15h 13mMultiple Airlines
Wed 12/46:00 amBOS - STL
1 stop18h 24mMultiple Airlines
Deal found 11/19$286
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/244:27 pmSTL - BOS
2 stops21h 29mSpirit Airlines
Wed 1/18:30 pmBOS - STL
2 stops19h 51mSpirit Airlines
Deal found 11/19$297
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/226:32 pmSTL - BOS
1 stop28h 59mFrontier
Sun 12/86:00 amBOS - STL
1 stop18h 24mFrontier
Deal found 11/19$298

Find flights from Illinois to Boston within your budget

Customize your flight search to find flights from Illinois to Boston 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 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Tue 12/10

12:57 pm-12:30 am

1 stop10h 33m

Boston Logan Intl

Wed 12/11

6:00 am-11:42 am

1 stop6h 42m

$100

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 12/10

9:58 am-12:38 am

1 stop13h 40m

Boston Logan Intl

Wed 12/11

5:00 am-4:06 pm

1 stop12h 06m

$101

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Thu 1/9

5:02 pm-12:30 am

1 stop6h 28m

Boston Logan Intl

Tue 1/14

6:00 am-1:34 pm

1 stop8h 34m

$108

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 12/10

9:58 am-12:38 am

1 stop13h 40m

Boston Logan Intl

Thu 12/12

6:00 am-9:54 am

1 stop28h 54m

$115

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Tue 12/10

4:40 pm-8:02 pm

Nonstop2h 22m

Boston Logan Intl

Tue 12/17

1:59 pm-3:53 pm

Nonstop2h 54m

$157

ChicagoBoston

MDW - BOS

MDWBOS

Chicago Midway

Fri 12/13

8:30 pm-11:40 pm

Nonstop2h 10m

Boston Logan Intl

Tue 12/17

7:00 am-8:45 am

Nonstop2h 45m

$158

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 12/4

9:20 am-12:45 pm

Nonstop2h 25m

Boston Logan Intl

Sat 12/7

3:57 pm-8:07 pm

1 stop5h 10m

$167

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Sun 12/15

6:30 am-10:00 am

Nonstop2h 30m

Boston Logan Intl

Wed 12/18

7:25 am-9:28 am

Nonstop3h 03m

$177

ChicagoBoston

ORD - BOS

ORDBOS

Chicago O'Hare Intl

Wed 12/4

5:30 pm-10:09 pm

1 stop3h 39m

Boston Logan Intl

Sun 12/8

8:45 am-10:50 am

Nonstop3h 05m

$208

St. LouisBoston

STL - BOS

STLBOS

Lambert-St Louis

Fri 1/3

9:47 am-12:39 am

1 stop13h 52m

Boston Logan Intl

Mon 1/6

5:45 am-11:40 pm

1 stop18h 55m

$284

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 Illinois to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Illinois 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 Illinois to Boston

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

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

Currently, January is the cheapest month in which you can book a flight from Illinois to Boston (average of $218). Flying from Illinois to Boston in July is currently the most expensive (average of $311). 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 IL to BOS?

Find hourly flight availability from Illinois to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Boston as you normally would.

Weekly flight availability from Illinois to Boston

Explore weekly flight availability from Illinois to Boston. 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 20, 2024.

The most flights from USIL to BOS are scheduled on a Monday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

Rainfall in Boston by month

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

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

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

If weather is an important factor for your trip to Boston, 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 30.2 F).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated November 20, 2024.
Read reviews from past customers who have flown American Airlines, Frontier and Southwest from Illinois to Boston. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,461 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

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

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

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 Illinois to Boston. 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 into for flights to Boston from Illinois?

    Located just 2.6 mi from the city center, Boston Logan Intl (BOS) is the airport most travelers will use when flying to Boston from Illinois.

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

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $79. Southwest flights start at $79 while deals on Spirit Airlines start at $80 one-way.

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

    The most popular route from Illinois to Boston is Chicago O'Hare Intl - Boston Logan Intl. You may also consider Chicago Midway - Boston Logan Intl or Lambert-St Louis - Boston Logan Intl.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Illinois to Boston on time: Envoy Air (96%), Avianca (95%), Royal Jordanian (94%).

  • What are the cheapest flights from Illinois to Boston?

    The cheapest flight price from Illinois to Boston is $63. On average you can expect to pay $439. The most popular route, (Chicago O'Hare Intl - Boston Logan Intl), can usually be booked for $107.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to Boston 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 Illinois to Boston?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Boston (average of $218). Flying from Illinois to Boston in July is currently the most expensive (average of $311). 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 Illinois to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Illinois to Boston

Discover the top 7 airlines that operate flights from Illinois to Boston. 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 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$38Average$96FlexibilityNo cancel feeOn-time65%
DeltaCheapest$63Average$329FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$69Average$116FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$83Average$240FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$137Average$487FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$148Average$517FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$153Average$267FlexibilityNo cancel feeOn-time63%
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