Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Boston to Illinois from $49

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 4/9. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Boston to Illinois

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Boston to Illinois.
Southwest Logo
7:20 am - 9:00 amBOS-MDW
2h 40mnonstop
Southwest Logo
6:00 am - 9:15 amMDW-BOS
2h 15mnonstop
$97Southwest
Find Deal
Tue, Jul 1 - Thu, Jul 3
JetBlue Logo
5:15 pm - 7:27 pmBOS-ORD
3h 12mnonstop
JetBlue Logo
10:42 am - 2:12 pmORD-BOS
2h 30mnonstop
$97JetBlue
Find Deal
Tue, Apr 15 - Wed, Apr 16
Spirit Airlines Logo
11:27 am - 12:20 amBOS-ORD
13h 53m1 stop
Spirit Airlines Logo
5:05 am - 2:44 pmORD-BOS
8h 39m1 stop
$105Spirit Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
American Airlines Logo
6:35 am - 8:31 amBOS-ORD
2h 56mnonstop
American Airlines Logo
11:50 am - 3:22 pmORD-BOS
2h 32mnonstop
$113American Airlines
Find Deal
Sat, May 10 - Sat, May 10
United Airlines Logo
6:00 am - 7:57 amBOS-ORD
2h 57mnonstop
United Airlines Logo
6:25 pm - 9:57 pmORD-BOS
2h 32mnonstop
$117United Airlines
Find Deal
Sat, May 3 - Tue, May 6
Spirit Airlines Logo
10:30 am - 4:25 pmBOS-ORD
6h 55m1 stop
Spirit Airlines Logo
5:05 am - 2:44 pmORD-BOS
8h 39m1 stop
$120Spirit Airlines
Find Deal
Mon, May 12 - Tue, May 13
United Airlines Logo
6:59 pm - 11:37 pmBOS-ORD
5h 38m1 stop
United Airlines Logo
7:45 pm - 11:12 pmORD-BOS
2h 27mnonstop
$123United Airlines
Find Deal
Mon, Jun 30 - Sat, Jul 5
American Airlines Logo
5:15 am - 7:15 amBOS-ORD
3h 00mnonstop
American Airlines Logo
6:35 pm - 10:07 pmORD-BOS
2h 32mnonstop
$148American Airlines
Find Deal
Thu, May 8 - Mon, May 12
Delta Logo
8:05 pm - 10:03 pmBOS-ORD
2h 58mnonstop
Delta Logo
7:00 am - 10:29 amORD-BOS
2h 29mnonstop
$177Delta
Find Deal
Fri, Jun 27 - Tue, Jul 1
Delta Logo
1:00 pm - 6:14 pmBOS-ORD
6h 14m1 stop
Delta Logo
1:20 pm - 4:58 pmORD-BOS
2h 38mnonstop
$227Delta
Find Deal
Tue, Apr 15 - Tue, Apr 22

Spirit Airlines flights from Boston to Illinois

Our best Spirit Airlines deals on Boston to Illinois flight tickets
Spirit Airlines
Apr 30
BOS11:27 amBoston Logan Intl
13h 53m
1 stop
ORD12:20 amChicago O'Hare Intl
May 7
ORD5:05 amChicago O'Hare Intl
8h 39m
1 stop
BOS2:44 pmBoston Logan Intl
Spirit Airlines
May 12
BOS10:30 amBoston Logan Intl
6h 55m
1 stop
ORD4:25 pmChicago O'Hare Intl
May 13
ORD5:05 amChicago O'Hare Intl
8h 39m
1 stop
BOS2:44 pmBoston Logan Intl
Spirit Airlines
Apr 28
BOS8:35 pmBoston Logan Intl
13h 49m
1 stop
ORD9:24 amChicago O'Hare Intl
Apr 30
ORD7:47 pmChicago O'Hare Intl
13h 35m
1 stop
BOS10:22 amBoston Logan Intl

American Airlines flights from Boston to Illinois

Our best American Airlines deals on Boston to Illinois flight tickets
American Airlines
May 10
BOS6:35 amBoston Logan Intl
2h 56m
ORD8:31 amChicago O'Hare Intl
May 10
ORD11:50 amChicago O'Hare Intl
2h 32m
BOS3:22 pmBoston Logan Intl
American Airlines
Apr 9
BOS5:00 amBoston Logan Intl
3h 00m
ORD7:00 amChicago O'Hare Intl
Apr 12
ORD8:01 amChicago O'Hare Intl
2h 29m
BOS11:30 amBoston Logan Intl
American Airlines
May 8
BOS5:15 amBoston Logan Intl
3h 00m
ORD7:15 amChicago O'Hare Intl
May 12
ORD6:35 pmChicago O'Hare Intl
2h 32m
BOS10:07 pmBoston Logan Intl

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 $184, 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 $194.

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 $320. Flights from Boston to Illinois on a Sunday will generally be more expensive and average around $433. 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 $263. Flights in the afternoon are often more expensive with an average ticket price of $370.

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 23 weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $248 when searching 23 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 $176 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.

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

$49

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Illinois

2 airports
The best one-way flight to Illinois from Boston in the past 72 hours is $49. The best round-trip flight deal from Boston to Illinois found on momondo in the last 72 hours is $97.
The fastest flight from Boston to Illinois takes 2h 35m
Direct flights go from Boston to Illinois every day.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 $39Free CancellationRating
6.3
7,889 reviews
Search Spirit Airlines flights
JetBluePriceFrom $83Free CancellationRating
7.3
2,922 reviews
Search JetBlue flights
DeltaPriceFrom $95Free CancellationRating
8.0
7,897 reviews
Search Delta flights
United AirlinesPriceFrom $97Free CancellationRating
7.4
8,616 reviews
Search United Airlines flights
FrontierPriceFrom $99Free CancellationRating
5.9
3,276 reviews
Search Frontier flights
American AirlinesPriceFrom $141Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,274 reviews
Search Southwest 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Mon 4/7
Mon 4/14

Find better results for your trip to Illinois

Popular cities in Illinois

Popular flights according to clicks in the last 7 days on momondo