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Find cheap United Airlines flights to Chicago

CMH — CHI
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Find United Airlines flight deals to Chicago

Cheapest United Airlines flights from USA to Chicago
Explore the most affordable United Airlines flight options available from USA to Chicago. Find the lowest fares with prices last updated on July 27, 2026.

This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:25 pm
LGA
-
ORD
Nonstop2h 44m
United Airlines
Tue 9/16:29 pm
ORD
-
LGA
Nonstop2h 25m
United Airlines
Deal found 7/23$207
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:20 pm
EWR
-
ORD
Nonstop2h 47m
United Airlines
Mon 8/175:00 am
ORD
-
EWR
Nonstop2h 14m
United Airlines
Deal found 7/23$213
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:25 pm
LGA
-
ORD
Nonstop2h 44m
United Airlines
Wed 8/267:00 am
ORD
-
LGA
Nonstop2h 17m
United Airlines
Deal found 7/24$217

Flights to Chicago with United Airlines at a glance

Find detailed information about United Airlines flights from USA to Chicago. Explore the options provided by United Airlines to plan your journey from USA to Chicago. Data last updated July 27, 2026.

Popular in

July

Cheapest in

January

Average price

$338

Round-trip from

$207

One-way from

$89

Good round-trip deal

$289 or less

Good one-way deal

$127 or less
Highest demand for flights to Chicago with United Airlines; 11% potential price increase.
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Best time to find cheap flights to Chicago with United Airlines; 2% potential price drop.
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Average price for flights to Chicago with United Airlines (round-trip).
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United Airlines
  • United Airlines
  • 8/25-9/1
  • Nonstop
  • 5h 09m total
  • USA to Chicago
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United Airlines
  • United Airlines
  • 8/13
  • Nonstop
  • 2h 21m total
  • USA to Chicago
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Price to beat on a round-trip flight from the United States to Chicago with United Airlines.
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Price to beat on a one-way flight from the United States to Chicago with United Airlines.
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Cheapflights Insights

Find cheap United Airlines flights to Chicago

How long is the flight to Chicago with United Airlines?

On average, United Airlines flights from the United States to Chicago take 2 hours 10 minutes. Flights to Chicago from other popular cities in the United States will vary in length. Below are a few examples of popular routes and their flight times.

United Airlines weekly flight availability to Chicago

The most flights to Chicago operated by United Airlines are scheduled on a Sunday (722 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (618 on average).

When is the best time to book a flight to Chicago with United Airlines?

The best time to book a flight to Chicago with United Airlines is 29 days before departure. On average, fares are higher if you book on the same day as departure.

When is the cheapest time to fly to Chicago with United Airlines?

Users looking for the cheapest United Airlines fares to Chicago should consider flying on Friday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.

FAQs about flights to Chicago with United Airlines

  • Which airport do United Airlines flights arrive at when travelling to Chicago?

    United Airlines flights tend to land at either Chicago Midway Airport or Chicago O'Hare Intl Airport.

  • Is United Airlines the cheapest airline for a flight to Chicago?

    Flight prices will depend on many factors like date, time and cabin class so it is worth comparing flights before booking. Based on Cheapflights data the cheapest average return price for flights to Chicago tends to be with Contour.

  • Are there alternative airlines other than United Airlines that fly to Chicago?

    American Airlines, Frontier and Southwest all fly to Chicago and offer an alternative to United Airlines.

  • How much is a flight to Chicago with United Airlines?

    The average price for a return flight with United Airlines is $374; with a one-way flight around $277.

See more FAQs

Reviews of United Airlines

See what Cheapflights users have to say about their United Airlines experience.
United Airlines
7.4
Good
10,000 reviews
Overview

Comfort

7.3

Boarding

7.7

Crew

8.1

Food

6.6

Entertainment

7.1

Popular United Airlines flights

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