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$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 7/1. 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
Mon 7/1
Mon 7/8

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In the last 7 days travelers have searched 42,787,818 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$30
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 19% 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

6/11Tue
nonstopSpirit Airlines
2h 28mORD-BOS
6/12Wed
nonstopSpirit Airlines
2h 54mBOS-ORD
$43
8/27Tue
1 stopSpirit Airlines
7h 18mORD-BOS
8/28Wed
nonstopSpirit Airlines
2h 33mBOS-ORD
$46
6/11Tue
nonstop
2h 28mORD-BOS
6/12Wed
1 stop
16h 52mBOS-ORD
$89
6/11Tue
1 stop
24h 58mORD-BOS
6/17Mon
nonstop
2h 54mBOS-ORD
$100
8/20Tue
1 stopFrontier
10h 26mMDW-BOS
8/27Tue
1 stopFrontier
7h 37mBOS-MDW
$113
8/21Wed
1 stopFrontier
10h 26mMDW-BOS
8/27Tue
1 stopFrontier
7h 37mBOS-MDW
$115
6/14Fri
nonstopJetBlue
2h 26mORD-BOS
6/17Mon
nonstopJetBlue
2h 57mBOS-ORD
$157
6/11Tue
nonstopJetBlue
2h 26mORD-BOS
6/15Sat
nonstopJetBlue
2h 57mBOS-ORD
$160
6/13Thu
nonstopDelta
2h 28mORD-BOS
6/17Mon
nonstopDelta
2h 52mBOS-ORD
$167
6/13Thu
nonstopDelta
2h 28mORD-BOS
6/13Thu
nonstopDelta
2h 51mBOS-ORD
$198

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Recent one-way flight deals

7/1Mon
nonstopSpirit Airlines
2h 28mORD-BOS
$30
6/18Tue
nonstopSpirit Airlines
2h 28mORD-BOS
$31
6/26Wed
nonstopSpirit Airlines
2h 29mORD-BOS
$32
6/18Tue
nonstopCitizenPlane
2h 28mORD-BOS
$39
8/28Wed
1 stopFrontier
5h 45mORD-BOS
$58
6/11Tue
1 stopFrontier
24h 58mORD-BOS
$64
6/20Thu
1 stopJetBlue
4h 40mORD-BOS
$67
8/28Wed
nonstopJetBlue
2h 26mORD-BOS
$69
7/6Sat
nonstopUnited Airlines
2h 22mORD-BOS
$79
6/12Wed
1 stopUnited Airlines
6h 07mSTL-BOS
$98

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Last minute flights from Illinois to Boston

Last minute flight, train and bus deals

6/5Wed
nonstopSpirit Airlines
2h 29mORD-BOS
6/11Tue
nonstopSpirit Airlines
2h 54mBOS-ORD
$108
6/4Tue
multi-stop
5h 12mORD-BOS
6/7Fri
nonstop
2h 54mBOS-ORD
$123
6/2Sun
multi-stopFrontier
19h 54mORD-BOS
6/5Wed
multi-stopFrontier
16h 51mBOS-ORD
$151
6/3Mon
multi-stopFrontier
8h 27mMDW-BOS
6/10Mon
multi-stopFrontier
6h 49mBOS-MDW
$157
6/5Wed
nonstopDelta
2h 26mORD-BOS
6/7Fri
nonstopDelta
2h 57mBOS-ORD
$170
6/5Wed
nonstopJetBlue
2h 29mORD-BOS
6/9Sun
nonstopJetBlue
2h 54mBOS-ORD
$200
6/5Wed
multi-stopDelta
6h 59mORD-BOS
6/7Fri
nonstopDelta
2h 57mBOS-ORD
$230
6/1Sat
nonstopJetBlue
2h 29mORD-BOS
6/30Sun
nonstopJetBlue
2h 54mBOS-ORD
$246
6/4Tue
nonstopAmerican Airlines
2h 26mORD-BOS
6/11Tue
nonstopAmerican Airlines
2h 55mBOS-ORD
$250
6/1Sat
multi-stopAmerican Airlines
4h 40mORD-BOS
6/6Thu
nonstopAmerican Airlines
2h 55mBOS-ORD
$258

Search by stops

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Search by price