Compare and book United Airlines flights to Chicago on momondo

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Recent United Airlines flights to Chicago found by users

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Cheap United Airlines Flight Deals to Chicago

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6:00 am - 8:00 amBOS-ORD

3h 00mnonstop

11:00 am - 2:20 pmORD-BOS

2h 20mnonstop

$117United Airlines

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Tue, Dec 9 - Sat, Dec 13

9:40 am - 11:40 amBOS-ORD

3h 00mnonstop

9:19 am - 12:43 pmORD-BOS

2h 24mnonstop

$122United Airlines

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Thu, Dec 11 - Sun, Dec 14

6:00 am - 8:00 amBOS-ORD

3h 00mnonstop

9:12 pm - 12:45 amORD-BOS

2h 33mnonstop

$124United Airlines

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Thu, Dec 11 - Thu, Dec 18

4:30 pm - 6:30 pmBOS-ORD

3h 00mnonstop

7:30 am - 10:49 amORD-BOS

2h 19mnonstop

$127United Airlines

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Sat, Dec 6 - Sun, Dec 7

6:00 am - 8:00 amBOS-ORD

3h 00mnonstop

7:45 am - 11:07 amORD-BOS

2h 22mnonstop

$129United Airlines

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Thu, Dec 11 - Thu, Dec 18

4:15 pm - 6:10 pmBOS-ORD

2h 55mnonstop

9:25 pm - 12:45 amORD-BOS

2h 20mnonstop

$132United Airlines

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Sat, Nov 22 - Mon, Nov 24

9:57 pm - 11:32 pmEWR-ORD

2h 35mnonstop

4:25 pm - 7:48 pmORD-EWR

2h 23mnonstop

$137United Airlines

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Thu, Dec 4 - Mon, Dec 8

11:15 am - 12:57 pmLGA-ORD

2h 42mnonstop

5:00 pm - 8:07 pmORD-LGA

2h 07mnonstop

$137United Airlines

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Wed, Dec 10 - Wed, Dec 17

9:40 am - 11:40 amBOS-ORD

3h 00mnonstop

9:12 pm - 12:45 amORD-BOS

2h 33mnonstop

$137United Airlines

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Tue, Dec 9 - Mon, Dec 22

9:15 pm - 11:03 pmLGA-ORD

2h 48mnonstop

12:10 pm - 3:23 pmORD-LGA

2h 13mnonstop

$138United Airlines

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Wed, Dec 24 - Wed, Jan 21

United Airlines flights to Chicago at a glance

Best Price Found	$143
Fastest flight time	2h 08m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from United States in the past 72 hours is $143. The best round-trip flight deal from United States to Chicago found on momondo in the last 72 hours is $276.

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The fastest flight from United States to Chicago takes 2h 08m

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Direct flights go from United States to Chicago every day.

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There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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Insights on United Airlines flights to Chicago

Data designed to help you find the right flight

What is the cheapest month to fly Economy Class to Chicago?

In general, April is the cheapest month to fly Economy Class from United States to Chicago. Due to it being the ‘off-season’ during this time, you can expect Economy Class flight prices to be around $347. If you aren’t able to travel during the month of April, then book Economy Class flights to Chicago from United States during September instead. Economy Class flights to Chicago in September, while not as cheap as those in April, still average around $350.

What is the cheapest day to depart on your Economy Class flight to Chicago?

The cheapest day to depart from United States to Chicago is on a Tuesday when prices can be found for as low as $197. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average Economy Class ticket price to Chicago on a Monday is $217.

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $411 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United States for as low as $343 on momondo.

What cabin class options are available on United States to Chicago flights?

There are 3 cabin classes available to choose from on United States to Chicago flights.

Can stopping save me money on United States to Chicago flights?

No. A direct flight is the cheapest option for a flight between United States to Chicago.

Frequently asked questions about flights to Chicago with United Airlines

Is United Airlines generally cheaper than other airlines for flights to Chicago?

Lots of factors influence the price of a flight, whether that's with United Airlines or other airlines so it is best to search and compare before booking. The airline flying to Chicago with the cheapest average return price tends to be Allegiant Air.