Find flights
When to book
FAQs & Tips
Direct Flights
Deals

BOS

$30 Find cheap flights from Illinois to Boston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Boston departing on 7/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Fri 6/21
Fri 6/28

Search hundreds of travel sites at once for deals on flights to Boston

In the last 7 days travelers have searched 43,423,329 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

July

Cheapest flight

$30
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Boston

FAQs for booking flights from Illinois to Boston

  • How does KAYAK find such low prices on flights from Illinois to Boston?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Boston.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Boston?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Boston from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Boston?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Boston with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Boston?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Boston from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Illinois to Boston?

Find which airlines fly direct from Illinois to Logan Intl, which days they fly and book direct flights.

Nonstop departures

Illinois to Boston Logan Intl

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Boston Logan Intl to Illinois

Monday

ANA, Aer Lingus, Aerolineas Argentinas, +77 more

ANA, Aer Lingus, +78 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Illinois to Boston

Recent round-trip flight deals

6/7Fri
nonstopSpirit Airlines
2h 28mORD-BOS
6/10Mon
nonstopSpirit Airlines
2h 54mBOS-ORD
$61
9/11Wed
nonstopSpirit Airlines
2h 18mORD-BOS
9/18Wed
nonstopSpirit Airlines
2h 33mBOS-ORD
$62
6/6Thu
1 stop
5h 29mORD-BOS
6/9Sun
1 stop
12h 14mBOS-ORD
$132
6/29Sat
nonstop
2h 29mORD-BOS
7/6Sat
1 stop
6h 18mBOS-ORD
$141
8/20Tue
1 stopFrontier
10h 26mMDW-BOS
8/24Sat
1 stopFrontier
7h 25mBOS-MDW
$144
6/11Tue
1 stopFrontier
7h 42mMDW-BOS
8/31Sat
1 stopFrontier
10h 03mBOS-MDW
$152
6/1Sat
nonstopUnited Airlines
2h 20mORD-BOS
6/8Sat
nonstopUnited Airlines
2h 50mBOS-ORD
$160
6/4Tue
nonstopUnited Airlines
2h 20mORD-BOS
6/5Wed
1 stopUnited Airlines
4h 50mBOS-ORD
$167
6/1Sat
1 stopJetBlue
4h 34mORD-BOS
6/8Sat
nonstopJetBlue
2h 53mBOS-ORD
$169
6/1Sat
nonstopJetBlue
2h 26mORD-BOS
6/4Tue
nonstopJetBlue
2h 54mBOS-ORD
$177

Search by stops

Search by airline

Search by price

Recent one-way flight deals

7/4Thu
nonstopSpirit Airlines
2h 28mORD-BOS
$30
7/17Wed
nonstopSpirit Airlines
2h 28mORD-BOS
$31
5/29Wed
1 stopFrontier
5h 07mORD-BOS
$55
6/20Thu
nonstopJetBlue
2h 26mORD-BOS
$58
5/29Wed
1 stopFrontier
5h 07mORD-BOS
$61
6/21Fri
1 stopJetBlue
4h 40mORD-BOS
$67
6/17Mon
1 stopSun Country Air
13h 17mORD-BOS
$78
6/22Sat
1 stopDelta
8h 20mSTL-BOS
$98
6/24Mon
1 stopSun Country Air
13h 17mORD-BOS
$109
7/21Sun
nonstopDelta
2h 26mORD-BOS
$129

Search by stops

Search by airline

Search by price

Last minute flights from Illinois to Boston

Last minute flight, train and bus deals

5/26Sun
multi-stop
4h 57mORD-BOS
6/12Wed
nonstop
2h 54mBOS-ORD
$127
5/26Sun
multi-stop
4h 57mORD-BOS
5/29Wed
multi-stop
12h 30mBOS-ORD
$129
5/26Sun
multi-stopFrontier
4h 57mORD-BOS
5/31Fri
multi-stopFrontier
16h 04mBOS-ORD
$179
5/26Sun
multi-stopFrontier
4h 57mORD-BOS
5/30Thu
multi-stopFrontier
16h 38mBOS-ORD
$180
5/27Mon
multi-stopSpirit Airlines
35h 09mORD-BOS
6/9Sun
nonstopSpirit Airlines
2h 54mBOS-ORD
$187
5/27Mon
multi-stopSpirit Airlines
35h 09mORD-BOS
6/11Tue
multi-stopSpirit Airlines
10h 52mBOS-ORD
$191
5/27Mon
nonstopUnited Airlines
2h 20mORD-BOS
5/28Tue
nonstopUnited Airlines
2h 52mBOS-ORD
$221
5/25Sat
nonstopJetBlue
2h 26mORD-BOS
6/12Wed
nonstopJetBlue
2h 54mBOS-ORD
$226
5/27Mon
nonstopJetBlue
2h 29mORD-BOS
6/1Sat
nonstopJetBlue
2h 55mBOS-ORD
$230
5/27Mon
nonstopUnited Airlines
2h 20mORD-BOS
5/28Tue
multi-stopUnited Airlines
5h 10mBOS-ORD
$231

Search by stops

Search by airline

Search by price