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Cheap flights from Boston to Chicago O'Hare Intl Airport from ₹ 5,283

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 2/4. 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.
14:30 - 16:30BOS-ORD
3h 00mdirect
20:10 - 23:39ORD-BOS
2h 29mdirect
₹ 13,598JetBlue
Find Deal
Mon, 24 Mar - Fri, 4 Apr
06:00 - 07:57BOS-ORD
2h 57mdirect
21:20 - 00:45ORD-BOS
2h 25mdirect
₹ 13,685United Airlines
Find Deal
Mon, 12 May - Sun, 18 May
05:30 - 09:38BOS-ORD
5h 08m1 stop
11:15 - 14:34ORD-BOS
2h 19mdirect
₹ 14,118United Airlines
Find Deal
Sun, 9 Mar - Wed, 12 Mar
16:17 - 22:00BOS-ORD
6h 43m1 stop
21:30 - 00:50ORD-BOS
2h 20mdirect
₹ 14,204United Airlines
Find Deal
Mon, 24 Mar - Thu, 27 Mar
05:20 - 10:59BOS-ORD
6h 39m1 stop
20:10 - 23:39ORD-BOS
2h 29mdirect
₹ 14,464JetBlue
Find Deal
Mon, 24 Mar - Fri, 4 Apr
15:20 - 17:19BOS-ORD
2h 59mdirect
18:55 - 22:26ORD-BOS
2h 31mdirect
₹ 15,244Delta
Find Deal
Tue, 1 Apr - Thu, 3 Apr
07:00 - 09:09BOS-ORD
3h 09mdirect
07:00 - 10:25ORD-BOS
2h 25mdirect
₹ 15,417Delta
Find Deal
Sun, 23 Mar - Thu, 27 Mar
17:40 - 21:30BOS-ORD
4h 50m1 stop
07:00 - 15:45ORD-BOS
7h 45m1 stop
₹ 19,574Southwest
Find Deal
Mon, 10 Mar - Wed, 12 Mar
05:20 - 22:00BOS-ORD
17h 40m2 stops
07:00 - 00:20ORD-BOS
16h 20m2 stops
₹ 19,921Southwest
Find Deal
Tue, 1 Apr - Thu, 3 Apr
05:15 - 07:14BOS-ORD
2h 59mdirect
07:15 - 10:38ORD-BOS
2h 23mdirect
₹ 30,054American Airlines
Find Deal
Tue, 1 Apr - Thu, 3 Apr

JetBlue flights from Boston to Chicago O'Hare Intl Airport

Our best JetBlue deals on Boston to Chicago O'Hare Intl Airport flight tickets
JetBlue
24 Mar
BOS14:30Boston Logan Intl
3h 00m
ORD16:30Chicago O'Hare Intl
4 Apr
ORD20:10Chicago O'Hare Intl
2h 29m
BOS23:39Boston Logan Intl
₹ 13,598
Find similar
JetBlue
24 Mar
BOS05:20Boston Logan Intl
6h 39m
1 stop
ORD10:59Chicago O'Hare Intl
4 Apr
ORD20:10Chicago O'Hare Intl
2h 29m
BOS23:39Boston Logan Intl
₹ 14,464
Find similar
JetBlue
25 Mar
BOS05:20Boston Logan Intl
6h 39m
1 stop
ORD10:59Chicago O'Hare Intl
8 Apr
ORD19:02Chicago O'Hare Intl
2h 30m
BOS22:32Boston Logan Intl
₹ 15,330
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
12 May
BOS06:00Boston Logan Intl
2h 57m
ORD07:57Chicago O'Hare Intl
18 May
ORD21:20Chicago O'Hare Intl
2h 25m
BOS00:45Boston Logan Intl
₹ 13,685
Find similar
United Airlines
9 Mar
BOS05:30Boston Logan Intl
5h 08m
1 stop
ORD09:38Chicago O'Hare Intl
12 Mar
ORD11:15Chicago O'Hare Intl
2h 19m
BOS14:34Boston Logan Intl
₹ 14,118
Find similar
United Airlines
24 Mar
BOS16:17Boston Logan Intl
6h 43m
1 stop
ORD22:00Chicago O'Hare Intl
27 Mar
ORD21:30Chicago O'Hare Intl
2h 20m
BOS00:50Boston Logan Intl
₹ 14,204
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 ₹ 16,976, 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 ₹ 18,015.

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 Sunday 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 Saturday because tickets tend to average around ₹ 31,296. 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 ₹ 0. 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 ₹ 54,302 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 26 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around ₹ 21,486 when searching 26 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 ₹ 18,535 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 February 2025, prices for Boston to Chicago O'Hare Intl Airport flights are approximately 32% 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

₹ 5,283

Fastest flight time

2h 51m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Boston in the past 72 hours is ₹ 5,283. The best return flight deal from Boston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is ₹ 13,598.
The fastest flight from Boston to Chicago O'Hare Intl Airport takes 2h 51m
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 51m.

  • 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 ₹ 13,593Free CancellationRating
8.0
8,203 reviews
Search Delta flights
American AirlinesPriceFrom ₹ 20,535Free 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 23 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 45 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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