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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 4,849

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 Chicago O'Hare Intl Airport departing on 11/2. 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 Boston to Chicago

Cheap return flights

These are some of the best return flight deals from Boston to Chicago 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 Boston to Chicago.

Cheap last-minute flights

Planning a quick getaway from Boston to Chicago? 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 Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Boston to Chicago

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The cheapest plane tickets from Boston to Chicago found on KAYAK recently.
06:00 - 13:20BOS-ORD
8h 20m1 stop
16:58 - 00:44ORD-BOS
6h 46m1 stop
₹ 11,170Frontier
Find Deal
Tue, 25 Feb - Mon, 3 Mar
07:15 - 09:21BOS-ORD
3h 06mdirect
14:35 - 18:06ORD-BOS
2h 31mdirect
₹ 13,595Delta
Find Deal
Sat, 8 Feb - Wed, 26 Feb
15:30 - 17:32BOS-ORD
3h 02mdirect
15:00 - 18:31ORD-BOS
2h 31mdirect
₹ 14,460Delta
Find Deal
Fri, 7 Feb - Sat, 8 Feb
11:25 - 15:43BOS-ORD
5h 18m1 stop
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 15,326JetBlue
Find Deal
Fri, 7 Feb - Mon, 10 Feb
15:52 - 17:55BOS-ORD
3h 03mdirect
12:45 - 16:08ORD-BOS
2h 23mdirect
₹ 15,759JetBlue
Find Deal
Wed, 12 Feb - Fri, 14 Feb
16:17 - 22:00BOS-ORD
6h 43m1 stop
11:15 - 14:34ORD-BOS
2h 19mdirect
₹ 15,846United Airlines
Find Deal
Mon, 10 Mar - Wed, 12 Mar
05:38 - 10:59BOS-ORD
6h 21m1 stop
12:50 - 16:10ORD-BOS
2h 20mdirect
₹ 16,106JetBlue
Find Deal
Tue, 18 Mar - Fri, 28 Mar
06:00 - 08:04BOS-ORD
3h 04mdirect
07:45 - 11:13ORD-BOS
2h 28mdirect
₹ 16,279United Airlines
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Fri, 28 Mar - Mon, 31 Mar
06:05 - 14:00BOS-ORD
8h 55m1 stop
15:10 - 22:10ORD-BOS
6h 00m1 stop
₹ 18,876Southwest
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Tue, 4 Feb - Wed, 12 Feb
05:30 - 15:20BOS-ORD
10h 50m2 stops
07:00 - 12:35ORD-BOS
4h 35m1 stop
₹ 22,686Southwest
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Sat, 1 Mar - Tue, 4 Mar
06:00 - 13:36BOS-ORD
8h 36m1 stop
₹ 4,849Frontier
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Tue, 11 Feb
10:00 - 12:00BOS-ORD
3h 00mdirect
₹ 6,841JetBlue
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Mon, 24 Feb
09:30 - 11:27BOS-ORD
2h 57mdirect
₹ 8,659United Airlines
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Wed, 23 Apr
06:00 - 08:04BOS-ORD
3h 04mdirect
₹ 9,092United Airlines
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Tue, 18 Feb
07:00 - 09:09BOS-ORD
3h 09mdirect
₹ 10,304Delta
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Sun, 30 Mar
11:34 - 19:11BOS-ORD
8h 37m1 stop
₹ 12,382Sun Country Air
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Mon, 14 Jul
06:05 - 16:45BOS-ORD
11h 40m2 stops
₹ 12,469Southwest
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Wed, 5 Mar
07:15 - 09:21BOS-ORD
3h 06mdirect
₹ 12,902Delta
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Sun, 16 Feb
07:20 - 22:20BOS-ORD
16h 00m2 stops
₹ 13,421Southwest
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Thu, 20 Feb
11:31 - 10:46BOS-ORD
24h 15m1 stop
₹ 13,681Sun Country Air
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Thu, 17 Apr
07:15 - 09:25BOS-ORD
3h 10mdirect
07:10 - 10:47ORD-BOS
2h 37mdirect
₹ 24,851Delta
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Sun, 19 Jan - Sat, 1 Feb
11:45 - 13:50BOS-ORD
3h 05mdirect
07:10 - 10:47ORD-BOS
2h 37mdirect
₹ 25,717Delta
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Thu, 23 Jan - Sun, 26 Jan
09:00 - 16:13BOS-ORD
8h 13m1 stop
07:10 - 10:47ORD-BOS
2h 37mdirect
₹ 26,583Delta
Find Deal
Thu, 23 Jan - Sun, 26 Jan
07:15 - 09:25BOS-ORD
3h 10mdirect
18:25 - 22:08ORD-BOS
2h 43mdirect
₹ 27,882Delta
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Sun, 19 Jan - Fri, 24 Jan
11:28 - 15:44BOS-ORD
5h 16m1 stop
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 28,748JetBlue
Find Deal
Sun, 19 Jan - Fri, 24 Jan
11:28 - 15:44BOS-ORD
5h 16m1 stop
17:05 - 00:18ORD-BOS
6h 13m1 stop
₹ 29,614JetBlue
Find Deal
Sun, 19 Jan - Fri, 24 Jan
15:52 - 17:59BOS-ORD
3h 07mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 30,046JetBlue
Find Deal
Tue, 21 Jan - Thu, 23 Jan
21:05 - 11:30BOS-ORD
15h 25m2 stops
07:00 - 17:00ORD-BOS
9h 00m1 stop
₹ 32,644Southwest
Find Deal
Mon, 20 Jan - Thu, 23 Jan
21:05 - 11:30BOS-ORD
15h 25m2 stops
07:00 - 17:00ORD-BOS
9h 00m1 stop
₹ 34,809Southwest
Find Deal
Mon, 20 Jan - Wed, 22 Jan
06:31 - 10:44BOS-ORD
5h 13m1 stop
12:45 - 20:46ORD-BOS
7h 01m2 stops
₹ 71,696United Airlines
Find Deal
Sun, 19 Jan - Sun, 19 Jan
07:15 - 09:21BOS-ORD
3h 06mdirect
14:35 - 18:06ORD-BOS
2h 31mdirect
₹ 13,595Delta
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Sat, 8 Feb - Wed, 26 Feb
16:47 - 18:41BOS-ORD
2h 54mdirect
07:30 - 10:49ORD-BOS
2h 19mdirect
₹ 14,460United Airlines
Find Deal
Fri, 7 Feb - Thu, 20 Feb
07:00 - 09:09BOS-ORD
3h 09mdirect
18:55 - 22:17ORD-BOS
2h 22mdirect
₹ 15,240Delta
Find Deal
Sun, 16 Mar - Thu, 27 Mar
15:52 - 17:55BOS-ORD
3h 03mdirect
07:00 - 10:15ORD-BOS
2h 15mdirect
₹ 15,326JetBlue
Find Deal
Sat, 1 Feb - Sun, 2 Feb
15:52 - 17:55BOS-ORD
3h 03mdirect
12:45 - 16:08ORD-BOS
2h 23mdirect
₹ 15,759JetBlue
Find Deal
Wed, 12 Feb - Fri, 14 Feb
12:25 - 14:27BOS-ORD
3h 02mdirect
16:00 - 19:19ORD-BOS
2h 19mdirect
₹ 16,192United Airlines
Find Deal
Fri, 28 Feb - Mon, 3 Mar
06:00 - 08:04BOS-ORD
3h 04mdirect
07:45 - 11:13ORD-BOS
2h 28mdirect
₹ 16,279United Airlines
Find Deal
Fri, 28 Mar - Mon, 31 Mar
13:41 - 15:40BOS-ORD
2h 59mdirect
17:45 - 21:08ORD-BOS
2h 23mdirect
₹ 16,539JetBlue
Find Deal
Sat, 15 Mar - Fri, 28 Mar
13:41 - 15:40BOS-ORD
2h 59mdirect
19:02 - 22:32ORD-BOS
2h 30mdirect
₹ 16,625JetBlue
Find Deal
Sat, 22 Mar - Fri, 4 Apr
11:45 - 13:46BOS-ORD
3h 01mdirect
07:10 - 10:43ORD-BOS
2h 33mdirect
₹ 17,058Delta
Find Deal
Thu, 13 Feb - Thu, 20 Feb

Delta flights from Boston to Chicago O'Hare Intl Airport

Our best Delta deals on Boston to Chicago O'Hare Intl Airport flight tickets
Delta
8 Feb
BOS07:15Boston Logan Intl
3h 06m
ORD09:21Chicago O'Hare Intl
26 Feb
ORD14:35Chicago O'Hare Intl
2h 31m
BOS18:06Boston Logan Intl
₹ 13,595
Find similar
Delta
7 Feb
BOS15:30Boston Logan Intl
3h 02m
ORD17:32Chicago O'Hare Intl
8 Feb
ORD15:00Chicago O'Hare Intl
2h 31m
BOS18:31Boston Logan Intl
₹ 14,460
Find similar
Delta
16 Mar
BOS07:00Boston Logan Intl
3h 09m
ORD09:09Chicago O'Hare Intl
27 Mar
ORD18:55Chicago O'Hare Intl
2h 22m
BOS22:17Boston Logan Intl
₹ 15,240
Find similar

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

Our best United Airlines deals on Boston to Chicago O'Hare Intl Airport flight tickets
United Airlines
7 Feb
BOS09:30Boston Logan Intl
2h 58m
ORD11:28Chicago O'Hare Intl
8 Feb
ORD14:00Chicago O'Hare Intl
2h 23m
BOS17:23Boston Logan Intl
₹ 14,460
Find similar
United Airlines
10 Mar
BOS16:17Boston Logan Intl
6h 43m
1 stop
ORD22:00Chicago O'Hare Intl
12 Mar
ORD11:15Chicago O'Hare Intl
2h 19m
BOS14:34Boston Logan Intl
₹ 15,846
Find similar
United Airlines
1 Feb
BOS05:45Boston Logan Intl
4h 59m
1 stop
ORD09:44Chicago O'Hare Intl
1 Feb
ORD14:00Chicago O'Hare Intl
2h 23m
BOS17:23Boston Logan Intl
₹ 16,192
Find similar

See travel insights to Chicago from

How to get the cheapest flight ticket from Boston to Chicago O'Hare Intl Airport

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 Chicago O'Hare Intl Airport?

The cheapest month to fly to Chicago O'Hare Intl Airport from Boston is in September. Flight prices, which tend to average around ₹ 16,971, are often lower during this time because this is during the off-season. If you don’t want to visit Chicago O'Hare Intl Airport in September, then you should wait until August to fly from Boston, when ticket prices are also cheap, with an average price of ₹ 18,011.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Monday when prices can be found for as low as ₹ 0. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around ₹ 28,667. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago O'Hare Intl Airport.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

At midday is the cheapest time of day to fly from Boston to Chicago O'Hare Intl Airport when you can find flight prices for as low as ₹ 17,908. Flying to Chicago O'Hare Intl Airport at midday is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are ₹ 31,105 on average. Flights to Chicago O'Hare Intl Airport from Boston in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Boston when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around ₹ 21,373 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Boston for as low as ₹ 18,444 on momondo.

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

There are 3 cabin classes available to choose from on Boston Logan Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 15% more expensive when compared to flights at the same time last year.

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

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

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

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

Best price found

₹ 4,849

Fastest flight time

2h 52m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is ₹ 4,849. The best return flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is ₹ 11,170.
The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 52m
Direct flights go from Boston to Chicago O'Hare Intl Airport every day.

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

    Boston Logan Intl and Chicago O'Hare Intl are 1385.7 km apart from one another. A reasonable flight in good conditions will take 2h 52m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Boston Logan Intl Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents you'll need for your trip to Chicago O'Hare 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 Chicago O'Hare 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 Boston to Chicago O'Hare Intl Airport?

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


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

Compare and see reviews for airlines that fly from Boston to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom ₹ 13,589Free CancellationRating
8.0
8,518 reviews
Search Delta flights
American AirlinesPriceFrom ₹ 20,529Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • Delta Flights From Boston to Chicago O'Hare Intl Airport

    Delta is one of the most popular airlines flying from Boston to Chicago O'Hare Intl Airport, operating 17 flights/week on average for this route. A good Delta flight deal for Boston to Chicago O'Hare Intl Airport starts from ₹ 157 round-trip, up to an average price of ₹ 229. Our users have rated Delta at 8.0/10.

  • American Airlines Flights From Boston to Chicago O'Hare Intl Airport

    American Airlines (7.2/10 from 10,000 reviews) operates around 35 flights from Boston to Chicago O'Hare Intl Airport in any given week. The average American Airlines airfare for this route is around ₹ 331, with deals from around ₹ 237 rare but found on momondo. Referenced prices are for round-trip Boston to Chicago O'Hare Intl Airport flight searches in the last 72 hours.


Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Rosemont
Porter
Schaumburg
Naperville
Des Plaines
Merrillville
Oak Brook
Lansing
Elk Grove Village
Willowbrook

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Boston.

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

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

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

Once you have performed a search for Boston to Chicago 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 Boston to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago 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.


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