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Cheap flights from Illinois to Boston from $38

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Boston departing on 3/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Boston

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Boston that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Illinois to Boston.

Cheap last minute flights

Planning a quick getaway from Illinois to Boston? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Boston, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Boston

Find recent round-trip train or bus tickets from Illinois to Boston.

All round-trip flight deals to Boston

The cheapest plane tickets to Boston found on KAYAK recently.
8:00 am - 6:03 pmORD-BOS
9h 03m1 stop
11:31 am - 11:32 pmBOS-ORD
13h 01m1 stop
$87Spirit Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
8:00 am - 6:03 pmORD-BOS
9h 03m1 stop
11:31 am - 11:32 pmBOS-ORD
13h 01m1 stop
$92Spirit Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 11
5:45 am - 9:03 amORD-BOS
2h 18mnonstop
6:00 am - 2:16 pmBOS-ORD
9h 16m1 stop
Wed, Mar 5 - Mon, Mar 10
5:45 am - 9:03 amORD-BOS
2h 18mnonstop
6:00 am - 2:16 pmBOS-ORD
9h 16m1 stop
Wed, Mar 5 - Mon, Mar 10
5:31 pm - 12:39 amMDW-BOS
6h 08m1 stop
6:00 am - 4:16 pmBOS-MDW
11h 16m1 stop
$103Frontier
Find Deal
Tue, Feb 4 - Tue, Feb 11
5:31 pm - 12:39 amMDW-BOS
6h 08m1 stop
6:00 am - 4:16 pmBOS-MDW
11h 16m1 stop
$104Frontier
Find Deal
Tue, Jan 21 - Tue, Jan 28
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$136JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
9:20 am - 12:46 pmORD-BOS
2h 26mnonstop
6:00 am - 8:03 amBOS-ORD
3h 03mnonstop
$137United Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 5
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$138JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
6:18 pm - 11:50 pmORD-BOS
4h 32m1 stop
6:00 am - 8:04 amBOS-ORD
3h 04mnonstop
$178United Airlines
Find Deal
Sat, Mar 15 - Thu, Mar 20
5:45 am - 9:03 amORD-BOS
2h 18mnonstop
$38Spirit Airlines
Find Deal
Wed, Mar 5
5:00 am - 7:21 pmORD-BOS
13h 21m1 stop
$45Spirit Airlines
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Wed, Feb 12
2:59 pm - 12:39 amORD-BOS
8h 40m1 stop
$50Frontier
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Tue, Feb 11
5:31 pm - 12:39 amMDW-BOS
6h 08m1 stop
$50Frontier
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Tue, Jan 21
7:30 am - 10:56 amORD-BOS
2h 26mnonstop
$69United Airlines
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Thu, Jan 16
8:35 pm - 11:50 pmMDW-BOS
2h 15mnonstop
$69Southwest
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Mon, Mar 17
4:58 pm - 7:30 pmMDW-BOS
25h 32m1 stop
Tue, Mar 25
8:40 am - 11:55 amMDW-BOS
2h 15mnonstop
$79Southwest
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Sun, Feb 2
9:30 pm - 12:50 amORD-BOS
2h 20mnonstop
$104United Airlines
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Thu, Mar 27
7:00 pm - 9:20 pmORD-BOS
25h 20m2 stops
Mon, Mar 31
11:33 am - 12:30 amMDW-BOS
11h 57m1 stop
6:00 am - 4:14 pmBOS-MDW
11h 14m1 stop
$136Frontier
Find Deal
Mon, Jan 13 - Tue, Jan 14
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$137JetBlue
Find Deal
Mon, Jan 13 - Sat, Jan 18
11:51 am - 5:12 pmORD-BOS
4h 21m1 stop
10:25 am - 2:48 pmBOS-ORD
5h 23m1 stop
$177United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
12:25 pm - 11:35 pmORD-BOS
10h 10m1 stop
11:31 am - 8:13 pmBOS-ORD
9h 42m1 stop
$179Spirit Airlines
Find Deal
Mon, Jan 13 - Tue, Jan 21
8:05 am - 11:26 amORD-BOS
2h 21mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$192American Airlines
Find Deal
Tue, Jan 14 - Fri, Jan 17
10:40 am - 2:13 pmORD-BOS
2h 33mnonstop
7:15 am - 9:25 amBOS-ORD
3h 10mnonstop
$202Delta
Find Deal
Tue, Jan 14 - Fri, Jan 17
6:45 pm - 10:12 pmORD-BOS
2h 27mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$207American Airlines
Find Deal
Mon, Jan 13 - Mon, Jan 20
12:25 pm - 11:35 pmORD-BOS
10h 10m1 stop
5:59 pm - 8:13 pmBOS-ORD
27h 14m2 stops
$224Spirit Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
11:51 am - 5:12 pmORD-BOS
4h 21m1 stop
12:12 pm - 2:10 pmBOS-ORD
2h 58mnonstop
$227United Airlines
Find Deal
Mon, Jan 13 - Thu, Jan 16
6:25 pm - 10:08 pmORD-BOS
2h 43mnonstop
11:45 am - 1:50 pmBOS-ORD
3h 05mnonstop
$252Delta
Find Deal
Sun, Jan 12 - Tue, Jan 14
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
8:20 pm - 10:23 pmBOS-ORD
3h 03mnonstop
$135Delta
Find Deal
Mon, Jan 27 - Tue, Jan 28
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$136JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
9:20 am - 12:46 pmORD-BOS
2h 26mnonstop
6:00 am - 8:03 amBOS-ORD
3h 03mnonstop
$137United Airlines
Find Deal
Tue, Feb 4 - Wed, Feb 5
8:05 am - 11:20 amMDW-BOS
2h 15mnonstop
6:35 pm - 8:25 pmBOS-MDW
2h 50mnonstop
$137Southwest
Find Deal
Thu, Feb 27 - Mon, Mar 3
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$138JetBlue
Find Deal
Thu, Jan 23 - Mon, Jan 27
10:40 am - 2:13 pmORD-BOS
2h 33mnonstop
7:15 am - 9:25 amBOS-ORD
3h 10mnonstop
$145Delta
Find Deal
Tue, Jan 21 - Thu, Jan 23
6:25 pm - 9:40 pmMDW-BOS
2h 15mnonstop
8:10 am - 10:05 amBOS-MDW
2h 55mnonstop
$147Southwest
Find Deal
Tue, Jan 28 - Fri, Jan 31
7:00 am - 10:20 amORD-BOS
2h 20mnonstop
3:00 pm - 5:04 pmBOS-ORD
3h 04mnonstop
$168American Airlines
Find Deal
Fri, Feb 21 - Wed, Feb 26
7:00 am - 10:20 amORD-BOS
2h 20mnonstop
1:39 pm - 3:42 pmBOS-ORD
3h 03mnonstop
$177American Airlines
Find Deal
Sun, Mar 2 - Thu, Mar 6
9:30 pm - 12:58 amORD-BOS
2h 28mnonstop
6:00 am - 7:57 amBOS-ORD
2h 57mnonstop
$188United Airlines
Find Deal
Fri, Apr 4 - Sun, Apr 6

Frontier flights from Illinois to Boston

Our best Frontier deals on Illinois to Boston flight tickets
Frontier
Feb 4
MDW5:31 pmChicago Midway
6h 08m
1 stop
BOS12:39 amBoston Logan Intl
Feb 11
BOS6:00 amBoston Logan Intl
11h 16m
1 stop
MDW4:16 pmChicago Midway
Frontier
Jan 21
MDW5:31 pmChicago Midway
6h 08m
1 stop
BOS12:39 amBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
11h 16m
1 stop
MDW4:16 pmChicago Midway
Frontier
Jan 21
MDW5:31 pmChicago Midway
6h 08m
1 stop
BOS12:39 amBoston Logan Intl
Jan 27
BOS12:56 pmBoston Logan Intl
10h 43m
1 stop
MDW10:39 pmChicago Midway

Southwest flights from Illinois to Boston

Our best Southwest deals on Illinois to Boston flight tickets
Southwest
Feb 6
MDW8:40 amChicago Midway
2h 15m
BOS11:55 amBoston Logan Intl
Feb 10
BOS6:35 pmBoston Logan Intl
2h 50m
MDW8:25 pmChicago Midway
Southwest
Jan 31
MDW10:05 amChicago Midway
2h 15m
BOS1:20 pmBoston Logan Intl
Feb 8
BOS4:40 pmBoston Logan Intl
2h 50m
MDW6:30 pmChicago Midway
Southwest
Feb 7
MDW8:40 amChicago Midway
2h 15m
BOS11:55 amBoston Logan Intl
Feb 9
BOS8:10 amBoston Logan Intl
2h 55m
MDW10:05 amChicago Midway

See travel insights to Boston from

How to get the cheapest flight ticket from Illinois to Boston

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 Boston?

In general, September is the cheapest month to fly from Illinois to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $191. If you aren’t able to travel during the month of September, then book flights to Boston from Illinois during August instead. Flights to Boston in August, while not as cheap as those in September, still average around $212.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Illinois to Boston is on a Wednesday when prices can be found for as low as $222. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $297.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Illinois to Boston in the evening for as low as $205. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $257 per ticket.

What is the cheapest Illinois to Boston Logan Intl flight route?

Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Illinois - Boston Logan Intl flight prices

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

You are more likely to see cheaper flights to Boston from Illinois when booking 19 days ahead of your departure date. In general, you can expect to find flights to Boston for around $243 when searching 19 days out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Illinois for as low as $169 on momondo.

What cabin class options are available on Illinois to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Illinois to Boston Logan Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Illinois to Boston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Boston

Best Price Found

$38

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Illinois in the past 72 hours is $38. The best round-trip flight deal from Illinois to Boston found on momondo in the last 72 hours is $87.
The fastest flight from Illinois to Boston takes 2h 10m
Direct flights go from Illinois to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • When did momondo last update prices for flights from Illinois to Boston Logan Intl Airport?

    Prices for flights from Illinois to Boston Logan Intl Airport were last updated today.

  • How many operators does momondo search for flights from Illinois to Boston Logan Intl Airport?

  • How old do you have to be to fly from Illinois to Boston Logan Intl Airport?

    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 Illinois to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The travel and health documents you'll need for your trip to Boston Logan Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Boston Logan Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Boston?


Best airlines flying from Illinois to Boston

Compare and see reviews for airlines that fly from Illinois to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $38Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
DeltaPriceFrom $63Free CancellationRating
8.0
8,501 reviews
Search Delta flights
FrontierPriceFrom $69Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
JetBluePriceFrom $85Free CancellationRating
7.4
3,191 reviews
Search JetBlue flights
American AirlinesPriceFrom $140Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $153Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights
SouthwestPriceFrom $153Free CancellationRating
8.1
4,650 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Boston?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Boston. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to Boston with flexible booking policies on momondo?

momondo does allow users to show only those flights to Boston from Illinois which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Illinois to Boston?

Once all potential Illinois to Boston flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Boston right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Boston from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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