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Cheap flights from Boston to Illinois from $61

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 3/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:27 am - 7:11 pm
BOS
-
ORD
14h 44m
1 stop
Multiple Airlines Logo
10:00 am - 1:20 pm
ORD
-
BOS
2h 20mnonstop
$132Multiple Airlines
Wed, Feb 25 - Wed, Mar 4
JetBlue Logo
3:35 pm - 5:43 pm
BOS
-
ORD
3h 08mnonstop
JetBlue Logo
7:40 am - 11:05 am
ORD
-
BOS
2h 25mnonstop
$133JetBlue
Sun, Feb 8 - Tue, Feb 10
Delta Logo
4:25 pm - 6:31 pm
BOS
-
ORD
3h 06mnonstop
Delta Logo
7:35 pm - 11:02 pm
ORD
-
BOS
2h 27mnonstop
$135Delta
Tue, Apr 7 - Fri, Apr 10
Southwest Logo
5:20 am - 7:10 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
7:00 pm - 10:15 pm
MDW
-
BOS
2h 15mnonstop
$135Southwest
Mon, Feb 9 - Thu, Mar 5
Delta Logo
7:15 am - 9:28 am
BOS
-
ORD
3h 13mnonstop
Delta Logo
7:05 am - 10:37 am
ORD
-
BOS
2h 32mnonstop
$136Delta
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
7:16 pm - 9:30 pm
BOS
-
ORD
3h 14mnonstop
American Airlines Logo
8:45 pm - 11:59 pm
ORD
-
BOS
2h 14mnonstop
$137American Airlines
Fri, Feb 27 - Mon, Mar 2
Southwest Logo
5:30 am - 7:20 am
BOS
-
MDW
2h 50mnonstop
Southwest Logo
6:05 am - 9:25 am
MDW
-
BOS
2h 20mnonstop
$146Southwest
Wed, Feb 11 - Fri, Feb 13
United Airlines Logo
7:45 am - 11:43 am
BOS
-
MLI
4h 58m
1 stop
United Airlines Logo
3:52 pm - 11:57 pm
MLI
-
BOS
7h 05m
2 stops
$284United Airlines
Mon, Feb 23 - Mon, Mar 2
American Airlines Logo
6:52 am - 12:47 pm
BOS
-
PIA
6h 55m
1 stop
American Airlines Logo
5:15 am - 11:38 am
PIA
-
BOS
5h 23m
1 stop
$294American Airlines
Fri, Mar 27 - Sun, Apr 5
United Airlines Logo
7:05 am - 5:54 pm
BOS
-
DEC
11h 49m
2 stops
United Airlines Logo
9:50 am - 5:26 pm
DEC
-
BOS
6h 36m
1 stop
$314United Airlines
Thu, Feb 12 - Mon, Feb 16

Delta flights from Boston to Illinois

Our best Delta deals on Boston to Illinois flight tickets
Delta
Apr 7
BOS4:25 pmBoston Logan Intl
3h 06m
ORD6:31 pmChicago O'Hare Intl
Apr 10
ORD7:35 pmChicago O'Hare Intl
2h 27m
BOS11:02 pmBoston Logan Intl
$135
Delta
Feb 25
BOS7:15 amBoston Logan Intl
3h 13m
ORD9:28 amChicago O'Hare Intl
Feb 28
ORD7:05 amChicago O'Hare Intl
2h 32m
BOS10:37 amBoston Logan Intl
$136
Delta
Feb 11
BOS4:10 pmBoston Logan Intl
3h 09m
ORD6:19 pmChicago O'Hare Intl
Feb 15
ORD7:05 amChicago O'Hare Intl
2h 32m
BOS10:37 amBoston Logan Intl
$137

JetBlue flights from Boston to Illinois

Our best JetBlue deals on Boston to Illinois flight tickets
JetBlue
Feb 8
BOS3:35 pmBoston Logan Intl
3h 08m
ORD5:43 pmChicago O'Hare Intl
Feb 10
ORD7:40 amChicago O'Hare Intl
2h 25m
BOS11:05 amBoston Logan Intl
$133
JetBlue
Feb 11
BOS2:50 pmBoston Logan Intl
3h 05m
ORD4:55 pmChicago O'Hare Intl
Feb 17
ORD10:00 amChicago O'Hare Intl
2h 20m
BOS1:20 pmBoston Logan Intl
$134
JetBlue
Feb 24
BOS5:38 pmBoston Logan Intl
6h 21m
1 stop
ORD10:59 pmChicago O'Hare Intl
Feb 25
ORD10:00 amChicago O'Hare Intl
2h 20m
BOS1:20 pmBoston Logan Intl
$140

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Boston to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 2/25

5:27 am-7:11 pm

1 stop14h 44m

Chicago O'Hare Intl

Wed 3/4

10:00 am-1:20 pm

Nonstop2h 20m

$132

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sun 2/8

3:35 pm-5:43 pm

Nonstop3h 08m

Chicago O'Hare Intl

Tue 2/10

7:40 am-11:05 am

Nonstop2h 25m

$133

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 4/7

4:25 pm-6:31 pm

Nonstop3h 06m

Chicago O'Hare Intl

Fri 4/10

7:35 pm-11:02 pm

Nonstop2h 27m

$135

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Mon 2/9

5:20 am-7:10 am

Nonstop2h 50m

Chicago Midway

Thu 3/5

7:00 pm-10:15 pm

Nonstop2h 15m

$135

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 2/25

7:15 am-9:28 am

Nonstop3h 13m

Chicago O'Hare Intl

Sat 2/28

7:05 am-10:37 am

Nonstop2h 32m

$136

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 2/27

7:16 pm-9:30 pm

Nonstop3h 14m

Chicago O'Hare Intl

Mon 3/2

8:45 pm-11:59 pm

Nonstop2h 14m

$137

BostonChicago

BOS - MDW

BOSMDW

Boston Logan Intl

Wed 2/11

5:30 am-7:20 am

Nonstop2h 50m

Chicago Midway

Fri 2/13

6:05 am-9:25 am

Nonstop2h 20m

$146

BostonMoline

BOS - MLI

BOSMLI

Boston Logan Intl

Mon 2/23

7:45 am-11:43 am

1 stop4h 58m

Moline Quad-City

Mon 3/2

3:52 pm-11:57 pm

2 stops7h 05m

$284

BostonPeoria

BOS - PIA

BOSPIA

Boston Logan Intl

Fri 3/27

6:52 am-12:47 pm

1 stop6h 55m

Greater Peoria

Sun 4/5

5:15 am-11:38 am

1 stop5h 23m

$294

BostonDecatur

BOS - DEC

BOSDEC

Boston Logan Intl

Thu 2/12

7:05 am-5:54 pm

2 stops11h 49m

Decatur Arpt

Mon 2/16

9:50 am-5:26 pm

1 stop6h 36m

$314

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

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

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 $206.

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 $408. 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 $363.

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 $248 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 $223 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

$120

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 $120. The best round-trip flight deal from Boston to Illinois found on momondo in the last 72 hours is $209.
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 O'Hare Intl (ORD), 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?

  • 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?

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 AirlinesPriceFrom $45Free CancellationRating
6.3
8,394 reviews
Search Spirit Airlines flights
JetBluePriceFrom $68Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
DeltaPriceFrom $80Free CancellationRating
7.9
8,127 reviews
Search Delta flights
SouthwestPriceFrom $117Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
United AirlinesPriceFrom $117Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
American AirlinesPriceFrom $128Free CancellationRating
7.2
11,206 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.

An easier way to manage your Illinois trip

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