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Cheap flights from Chicago O'Hare Intl Airport to Boston from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Boston departing on 1/7. 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 Chicago O'Hare Intl Airport to Boston

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston.

Cheap last minute flights

Planning a quick getaway from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston

Find recent round-trip train or bus tickets from Chicago O'Hare Intl Airport to Boston.

All round-trip flight deals to Boston

The cheapest plane tickets to Boston found on KAYAK recently.
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
6:00 am - 1:36 pmBOS-ORD
8h 36m1 stop
$97Frontier
Find Deal
Tue, Jan 14 - Tue, Jan 28
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
6:00 am - 11:47 amBOS-ORD
6h 47m1 stop
$100Frontier
Find Deal
Tue, Jan 7 - Wed, Jan 8
9:05 am - 12:23 pmORD-BOS
2h 18mnonstop
8:10 am - 10:12 amBOS-ORD
3h 02mnonstop
$137JetBlue
Find Deal
Sat, Feb 1 - Tue, Feb 4
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
6:10 am - 8:14 amBOS-ORD
3h 04mnonstop
$147JetBlue
Find Deal
Fri, Jan 24 - Wed, Jan 29
2:35 pm - 6:10 pmORD-BOS
2h 35mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$155Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
7:15 am - 9:25 amBOS-ORD
3h 10mnonstop
$157Delta
Find Deal
Sun, Jan 19 - Sun, Jan 26
6:00 am - 12:07 pmORD-BOS
5h 07m1 stop
4:43 pm - 6:41 pmBOS-ORD
2h 58mnonstop
$167United Airlines
Find Deal
Tue, Jan 7 - Sun, Jan 12
8:05 am - 11:19 amORD-BOS
2h 14mnonstop
5:15 am - 7:16 amBOS-ORD
3h 01mnonstop
$189American Airlines
Find Deal
Thu, Feb 20 - Sun, Mar 2
12:00 pm - 3:15 pmORD-BOS
2h 15mnonstop
5:00 am - 7:04 amBOS-ORD
3h 04mnonstop
$192American Airlines
Find Deal
Wed, Dec 18 - Sun, Dec 29
7:30 am - 10:49 amORD-BOS
2h 19mnonstop
5:35 am - 9:48 amBOS-ORD
5h 13m1 stop
$209United Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 23
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
$50Frontier
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Tue, Jan 7
3:00 pm - 12:30 amORD-BOS
8h 30m1 stop
$51Frontier
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Tue, Jan 7
1:43 pm - 4:56 pmORD-BOS
2h 13mnonstop
$69American Airlines
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Wed, Dec 18
6:50 pm - 10:20 pmORD-BOS
2h 30mnonstop
$78Delta
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Mon, Dec 16
10:40 am - 2:13 pmORD-BOS
2h 33mnonstop
$79Delta
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Sun, Feb 2
4:25 pm - 7:49 pmORD-BOS
2h 24mnonstop
$89JetBlue
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Tue, Feb 25
5:40 pm - 12:18 amORD-BOS
5h 38m1 stop
$113JetBlue
Find Deal
Tue, Feb 18
7:46 am - 11:12 amORD-BOS
2h 26mnonstop
$117United Airlines
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Fri, Dec 20
3:51 pm - 11:59 pmORD-BOS
7h 08m1 stop
$122United Airlines
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Sun, Jan 12
3:00 pm - 6:16 pmORD-BOS
2h 16mnonstop
$124American Airlines
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Sun, Apr 20
4:40 pm - 8:02 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$137JetBlue
Find Deal
Mon, Dec 9 - Thu, Dec 12
4:40 pm - 8:02 pmORD-BOS
2h 22mnonstop
6:00 am - 8:06 amBOS-ORD
3h 06mnonstop
$147JetBlue
Find Deal
Mon, Dec 9 - Sun, Dec 15
5:11 pm - 2:56 pmORD-BOS
20h 45m2 stops
8:30 pm - 10:17 amBOS-ORD
14h 47m2 stops
$149Spirit Airlines
Find Deal
Tue, Dec 10 - Sun, Dec 15
9:58 am - 12:38 amORD-BOS
13h 40m1 stop
12:00 pm - 8:15 pmBOS-ORD
9h 15m1 stop
$154Spirit Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
6:50 pm - 10:20 pmORD-BOS
2h 30mnonstop
11:05 am - 1:00 pmBOS-ORD
2h 55mnonstop
$155Delta
Find Deal
Mon, Dec 9 - Wed, Dec 11
6:30 am - 10:00 amORD-BOS
2h 30mnonstop
11:05 am - 1:00 pmBOS-ORD
2h 55mnonstop
$157Delta
Find Deal
Mon, Dec 9 - Thu, Dec 12
5:05 pm - 11:17 pmORD-BOS
5h 12m1 stop
7:38 pm - 11:20 pmBOS-ORD
4h 42m1 stop
$176United Airlines
Find Deal
Mon, Dec 9 - Tue, Dec 10
1:55 pm - 5:16 pmORD-BOS
2h 21mnonstop
5:45 am - 9:55 amBOS-ORD
5h 10m1 stop
$178United Airlines
Find Deal
Tue, Dec 10 - Thu, Jan 2
8:12 am - 11:27 amORD-BOS
2h 15mnonstop
7:00 am - 11:50 amBOS-ORD
5h 50m1 stop
$302American Airlines
Find Deal
Sun, Dec 8 - Wed, Dec 18
6:31 am - 12:16 pmORD-BOS
4h 45m1 stop
6:20 pm - 10:08 pmBOS-ORD
4h 48m1 stop
$311American Airlines
Find Deal
Sat, Dec 7 - Mon, Dec 9
7:00 am - 10:15 amORD-BOS
2h 15mnonstop
6:10 am - 8:14 amBOS-ORD
3h 04mnonstop
$137JetBlue
Find Deal
Sat, Jan 18 - Thu, Jan 23
8:05 am - 11:26 amORD-BOS
2h 21mnonstop
11:59 am - 2:01 pmBOS-ORD
3h 02mnonstop
$138American Airlines
Find Deal
Mon, Jan 6 - Wed, Jan 15
6:25 pm - 10:08 pmORD-BOS
2h 43mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$147Delta
Find Deal
Tue, Jan 7 - Tue, Jan 14
2:35 pm - 6:10 pmORD-BOS
2h 35mnonstop
3:30 pm - 5:36 pmBOS-ORD
3h 06mnonstop
$155Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:10 am - 10:47 amORD-BOS
2h 37mnonstop
7:15 am - 9:25 amBOS-ORD
3h 10mnonstop
$157Delta
Find Deal
Sun, Jan 19 - Sun, Jan 26
6:30 am - 10:03 amORD-BOS
2h 33mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$158American Airlines
Find Deal
Sun, Jan 19 - Sun, Jan 26
8:51 am - 12:13 pmORD-BOS
2h 22mnonstop
3:52 pm - 5:59 pmBOS-ORD
3h 07mnonstop
$167JetBlue
Find Deal
Sun, Dec 15 - Wed, Jan 8
8:30 pm - 12:15 amORD-BOS
2h 45mnonstop
6:00 am - 8:08 amBOS-ORD
3h 08mnonstop
$168American Airlines
Find Deal
Sun, Jan 5 - Thu, Jan 9
9:30 pm - 12:54 amORD-BOS
2h 24mnonstop
6:02 am - 8:05 amBOS-ORD
3h 03mnonstop
$171United Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
9:20 am - 12:46 pmORD-BOS
2h 26mnonstop
9:30 am - 11:28 amBOS-ORD
2h 58mnonstop
$178United Airlines
Find Deal
Fri, Jan 3 - Fri, Jan 10

American Airlines flights from Chicago O'Hare Intl Airport to Boston

Our best American Airlines deals on Chicago O'Hare Intl Airport to Boston flight tickets
American Airlines
Dec 12
ORD1:25 pmChicago O'Hare Intl
2h 14m
BOS4:39 pmBoston Logan Intl
Dec 16
BOS6:30 amBoston Logan Intl
3h 06m
ORD8:36 amChicago O'Hare Intl
American Airlines
Dec 12
ORD7:00 amChicago O'Hare Intl
2h 28m
BOS10:28 amBoston Logan Intl
Dec 15
BOS8:45 amBoston Logan Intl
3h 05m
ORD10:50 amChicago O'Hare Intl
American Airlines
Feb 20
ORD8:05 amChicago O'Hare Intl
2h 14m
BOS11:19 amBoston Logan Intl
Mar 2
BOS5:15 amBoston Logan Intl
3h 01m
ORD7:16 amChicago O'Hare Intl

Frontier flights from Chicago O'Hare Intl Airport to Boston

Our best Frontier deals on Chicago O'Hare Intl Airport to Boston flight tickets
Frontier
Jan 14
ORD3:00 pmChicago O'Hare Intl
8h 30m
1 stop
BOS12:30 amBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
8h 36m
1 stop
ORD1:36 pmChicago O'Hare Intl
Frontier
Jan 7
ORD3:00 pmChicago O'Hare Intl
8h 30m
1 stop
BOS12:30 amBoston Logan Intl
Jan 8
BOS6:00 amBoston Logan Intl
6h 47m
1 stop
ORD11:47 amChicago O'Hare Intl
Frontier
Jan 7
ORD3:00 pmChicago O'Hare Intl
8h 30m
1 stop
BOS12:30 amBoston Logan Intl
Jan 28
BOS6:00 amBoston Logan Intl
8h 36m
1 stop
ORD1:36 pmChicago O'Hare Intl

See travel insights to Boston from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport during January instead. Flights to Boston in January, while not as cheap as those in September, still average around $198.

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

The cheapest day to depart from Chicago O'Hare Intl Airport to Boston is on a Tuesday when prices can be found for as low as $226. 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 $292.

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 Chicago O'Hare Intl Airport 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 $258 per ticket.

What is the cheapest Chicago O'Hare Intl to Boston Logan Intl flight route?

Fly from Chicago O'Hare Intl to Boston Logan Intl for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport when booking 35 days ahead of your departure date. In general, you can expect to find flights to Boston for around $244 when searching 35 days out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Chicago O'Hare Intl Airport for as low as $177 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Boston Logan Intl flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl 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.

Can stopping save me money on Chicago O'Hare Intl Airport to Boston flights?

You could potentially save up to 55% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Boston flight.

How have Chicago O'Hare Intl Airport to Boston flight prices changed over time?

As of December 2024, prices for Chicago O'Hare Intl Airport to Boston flights are approximately 16% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Boston (ORD to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Boston

Best Price Found

$50

Fastest flight time

2h 13m

Direct flights

Every day

Airports in Boston

1 airport
The best one-way flight to Boston from Chicago O'Hare Intl Airport in the past 72 hours is $50. The best round-trip flight deal from Chicago O'Hare Intl Airport to Boston found on momondo in the last 72 hours is $97.
The fastest flight from Chicago O'Hare Intl Airport to Boston takes 2h 13m
Direct flights go from Chicago O'Hare Intl Airport to Boston every day.
There is 1 airport near Boston: Boston Logan Intl (BOS)

  • How far is Chicago O'Hare Intl to Boston Logan Intl by plane?

    A flight from Chicago O'Hare Intl to Boston Logan Intl will travel around 861.0 mi. 2h 13m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to Boston Logan Intl Airport.

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

    The required travel and health documents for your Boston Logan Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Boston Logan Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Boston?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Boston?


Best airlines flying from Chicago O'Hare Intl Airport to Boston

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Boston with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $38Free CancellationRating
6.3
8,143 reviews
Search Spirit Airlines flights
FrontierPriceFrom $69Free CancellationRating
6.1
3,506 reviews
Search Frontier flights
JetBluePriceFrom $84Free CancellationRating
7.4
3,332 reviews
Search JetBlue flights
DeltaPriceFrom $88Free CancellationRating
8.0
8,682 reviews
Search Delta flights
American AirlinesPriceFrom $137Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $149Free CancellationRating
7.4
9,134 reviews
Search United Airlines flights
SouthwestPriceFrom $214Free CancellationRating
8.1
4,934 reviews
Search Southwest flights
  • Delta Flights From Chicago O'Hare Intl Airport to Boston

    Across 5 Delta flights from Chicago O'Hare Intl Airport to Boston this week, the average price was $237, with the best Delta deals starting from $88 round-trip. 8,682 users have rated Delta on momondo, with an average score of 8.0/10.

  • JetBlue Flights From Chicago O'Hare Intl Airport to Boston

    JetBlue is also a popular choice for this route. JetBlue flight deals for Chicago O'Hare Intl Airport to Boston start from as low as $84 round-trip, depending on your selected dates, with average JetBlue deals seen on momondo around $241. JetBlue operates 2 flights to Boston from Chicago O'Hare Intl Airport in an average week. Users have rated it 7.4/10 across 3,332 reviews.


Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Boston. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Boston from Chicago with this policy.

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

Once you have performed a search for Chicago to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Boston from Chicago. 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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