Cheap Flights from Boston, MA to Illinois (IL) from $23 - Find Tickets & Airfare Deals at Cheapflights.com

How to find the cheapest flight from
Boston (BOS) to Illinois

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

Travelers have found it’s best to book a flight 37 days in advance to save up to 10% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 37 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Boston to Illinois 1-2 weeks in advance for as low as $177, or $177 for flights within the next 24 hours.

One-way flights to Illinois from Boston

The cheapest one-way flights from Boston to Illinois

3:12 am - 5:01 am

Major Airline

Nonstop

2h 49m

BOS - ORD

$23

StudentUniverse

10:45 am - 3:11 pm

Delta

1 Stop

5h 26m

BOS - MDW

$45

Delta

4:29 am - 6:19 am

JetBlue

Nonstop

2h 50m

BOS - ORD

$55

Related info for your journey

Useful info, stats and facts about Boston to Illinois flights.

Flight FAQs

From Boston to Illinois

Are flight prices decreasing from Boston to Illinois due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Boston and Illinois for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Boston to Illinois for under $100 on Cheapflights?

Yes, there are multiple flights from Boston to Illinois for under $100. The cheapest flight booked recently is on Spirit Airlines for just $31, but on average you can expect to pay $42.

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

Cheapflights has at least 20 direct flights from Boston to Illinois under $100. A good price for a nonstop flight from Boston to Illinois is less than $45.

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?

You can find nonstop flights on the following days: Friday.

What are the most popular airlines that fly from Boston to Illinois?

Major Airline, American Airlines and JetBlue are the most popular airlines when flying from Boston to Illinois.

What are the most popular routes from Boston to Illinois?

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

What are the cheapest Flights from Boston to Illinois?

On average you can expect to pay $175 for a flight from Boston to Illinois. The cheapest flight overall is $63 while the most popular route, (Boston Logan Intl - Chicago O'Hare Intl) is currently priced at $32.

What are the most reliable airlines from Boston to Illinois?

Before booking your flight to Illinois from Boston, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Japan Airlines (100%), Royal Jordanian( 100%).

How long is the flight from Boston to Illinois?

For as low as $50, Spirit Airlines can have you in Illinois from Boston in 2h 33m. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Boston to Illinois round-trip?

Our cheapest airline available from Boston to Illinois is Spirit Airlines. Our recent data shows that you can find tickets from as low as $31 on this airline. An additional option worth looking into is Major Airline, starting at $45.

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

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $16. However, be on the lookout for offers from Major Airline and JetBlue, as they are both options that can get you from Boston to Illinois for a low price.