Business Class Flights to Chicago | $101

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7:07 am - 9:05 amEWR-ORD

2h 58mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$439American Airlines

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jue., dic. 4 - vie., dic. 5

6:26 am - 11:03 amEWR-ORD

5h 37m1 stop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$479American Airlines

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jue., dic. 4 - vie., dic. 5

7:00 am - 8:53 amEWR-ORD

2h 53mnonstop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$500American Airlines

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mar., dic. 2 - jue., dic. 4

9:00 am - 10:49 amJFK-ORD

2h 49mnonstop

4:04 pm - 7:29 pmORD-JFK

2h 25mnonstop

$507American Airlines

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mié., dic. 10 - mar., dic. 16

9:55 am - 3:56 pmEWR-ORD

7h 01m1 stop

7:27 pm - 10:41 pmORD-EWR

2h 14mnonstop

$510American Airlines

Find Deal

mar., dic. 2 - jue., dic. 4

9:00 am - 10:49 amJFK-ORD

2h 49mnonstop

8:20 am - 11:37 amORD-JFK

2h 17mnonstop

$514American Airlines

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vie., dic. 12 - mié., dic. 17

8:04 am - 12:54 pmEWR-ORD

5h 50m1 stop

2:10 pm - 10:05 pmORD-EWR

6h 55m1 stop

$519American Airlines

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jue., dic. 4 - vie., dic. 5

6:59 am - 8:51 amLGA-ORD

2h 52mnonstop

8:35 pm - 11:41 pmORD-LGA

2h 06mnonstop

$519American Airlines

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mar., dic. 2 - mar., dic. 2

5:55 pm - 11:56 pmSEA-ORD

4h 01mnonstop

7:00 am - 9:51 amORD-SEA

4h 51mnonstop

$767Alaska Airlines

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vie., feb. 20 - mar., mar. 17

5:55 pm - 11:56 pmSEA-ORD

4h 01mnonstop

5:29 pm - 8:16 pmORD-SEA

4h 47mnonstop

$783Alaska Airlines

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vie., feb. 20 - sáb., mar. 14

Business Class Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends for Business Class flights to Chicago to help you craft the best travel plan

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

There are 4 cabin classes available to choose from on United States to Chicago 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 United States to Chicago flights?

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

What is the cheapest airline that flies Business Class from United States to Chicago?

American Airlines and Alaska Airlines are popular carriers operating the cheapest Business Class flights from United States to Chicago

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

In general, January is the cheapest month to fly Business Class from United States to Chicago. Due to it being the ‘off-season’ during this time, you can expect Business Class flight prices to be around $449. If you aren’t able to travel during the month of January, then book Business Class flights to Chicago from United States during February instead. Business Class flights to Chicago in February, while not as cheap as those in January, still average around $500.

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

The cheapest day to depart from United States to Chicago is on a Saturday when prices can be found for as low as $350. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average Business Class ticket price to Chicago on a Monday is $1,817.

How long does it take to fly to Chicago?

Average flight duration from United States to Chicago depends on which airport you fly into and out of. Flying from New York to Chicago O'Hare Intl Airport is 2h 48m on average, while flying from Boston to Chicago O'Hare Intl Airport is 2h 50m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from United States to Chicago on average per day?

As of November 2025, 456 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 44% of daily flights taking off at noon.

How many flights depart from United States to Chicago on average per week?

As of November 2025, 3,192 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.

What is the cheapest Business Class flight I can find to Chicago?

On average, round trip Business Class flights to Chicago cost $1,444/pp. Prices depend on where you are departing from. For prices as low as $340/pp, depart from Los Angeles. The most expensive round trip Business Class flights to Chicago are from San Francisco.

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What airlines fly Business Class to Chicago?

United Airlines is the most popular airline offering Business Class flights to Chicago, with 58% of our users opting to fly with them when traveling to Chicago. Other popular options include American Airlines and Delta. There are a total of 4 different airlines flying to Chicago.

Popular Airlines for Business Class Flights to Chicago

Book reliable Business Class tickets to Chicago from top-rated airlines

Airline	Rating	Business Class	Price
Alaska Airlines	PriceFrom $196	First Class	Rating 8.0	8.1 Boarding 7.8 Comfort 8.5 Crew 7.0 Entertainment 7.1 Food Reviews 1 / 10 So disappoiting	Search Alaska Airlines flights
Delta	PriceFrom $101	First Class	Rating 7.9	8.1 Boarding 7.9 Comfort 8.5 Crew 7.9 Entertainment 7.3 Food Reviews 1 / 10 My experience was great only my flight got cancelled and my original seats were mid plane window and when it was rescheduled for me it was in the back of the plane and the middle seat	Search Delta flights
United Airlines	PriceFrom $126	First Class	Rating 7.4	7.7 Boarding 7.3 Comfort 8.1 Crew 7.1 Entertainment 6.6 Food Reviews 1 / 10 Seats are not comfortable and in flight entertainment was not working.	Search United Airlines flights
American Airlines	PriceFrom $135	First Class	Rating 7.2	7.5 Boarding 7.2 Comfort 8.0 Crew 6.9 Entertainment 6.4 Food Reviews 1 / 10 Generally good. A free lunch would have been nice.	Search American Airlines flights

About Business Class Flights to Chicago

Helpful overview information on Chicago Business Class ticket prices, flight duration, and airlines

Fastest flight time	2h 18m
Closest Airport	Chicago O'Hare Intl
Most Popular Airline	Alaska Airlines

The quickest Business Class flight you can catch to Chicago takes 2h 18m, which departs from Dallas/Fort Worth to Chicago O'Hare Intl.

The nearest airport for all arrivals to Chicago is Chicago O'Hare Intl. Business Class flyers can expect to travel 15.9 mi to get to downtown.

The most popular airline for Business Class flights to Chicago found on momondo this week is Alaska Airlines, with a user rating of 8.0/10. There are 4 airlines in total servicing this route with Business Class options.

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Frequently asked questions about Chicago Business Class flights

Is it worth flying Business Class to Chicago?

Many flyers choose booking Business Class tickets to Chicago because of the many premium services/perks they may come with, such as extra legroom, lounge access, in-flight dining, entertainment, and more. Different airlines will have their own unique offerings for this premium cabin, so you may have to check with airlines’ websites just to be sure. In the meantime, momondo can help you find cheap deals for Business Class flights available on the web.

How long does it take to fly to Chicago?

While the flight duration may vary for Business Class travelers depending on the departure and arrival airports, here are some average flight times from popular locations you might be interested in:

Baltimore to Chicago: 2 hours 12 minutes
Tampa to Chicago: 2 hours 59 minutes
West Palm Beach to Chicago: 3 hours 18 minutes
Miami to Chicago: 3 hours 19 minutes
New York to Chicago: 2 hours 24 minutes
Dallas/Fort Worth Airport to Chicago: 2 hours 40 minutes
Denver to Chicago: 2 hours 42 minutes

Why should I use momondo to find a Business Class flight deal to Chicago?

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

Can I find Business Class flights to Chicago with flexible booking policies on momondo?

Business Class flights to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find deals for Business Class flight tickets to Chicago?

Once you have performed a search for Business Class flight tickets to Chicago, momondo helps you find the right flight 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 Business Class flight to Chicago right now. Can momondo alert me if prices change?

Price alerts on Business Class flights to Chicago 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.

When did momondo last update prices for flights from United States to Chicago?

Prices for flights from United States to Chicago are updated daily.

How many operators does momondo search for flights from United States to Chicago?

The number of operators available for flights from United States to Chicago is 11 as of November 2025.

How old do you have to be to fly from United States to Chicago?

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 United States to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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Business Class Flights to Chicago in 2025

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

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Cheap Business Class Flight Deals to Chicago

Recent business class round-trip flight deals to Chicago

Recent business class one-way flight deals to Chicago

Quickest business class round-trip flight deals to Chicago

Quickest business class one-way flight deals to Chicago

Best business class round-trip flight deals to Chicago

Best business class one-way flight deals to Chicago

Business Class Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends for Business Class flights to Chicago to help you craft the best travel plan

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

There are 4 cabin classes available to choose from on United States to Chicago 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 United States to Chicago flights?

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

What is the cheapest airline that flies Business Class from United States to Chicago?

American Airlines and Alaska Airlines are popular carriers operating the cheapest Business Class flights from United States to Chicago

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

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

How long does it take to fly to Chicago?

How many flights depart from United States to Chicago on average per day?

As of November 2025, 456 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 44% of daily flights taking off at noon.

How many flights depart from United States to Chicago on average per week?

As of November 2025, 3,192 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.

What is the cheapest Business Class flight I can find to Chicago?

On average, round trip Business Class flights to Chicago cost $1,444/pp. Prices depend on where you are departing from. For prices as low as $340/pp, depart from Los Angeles. The most expensive round trip Business Class flights to Chicago are from San Francisco.

See prices from:

What airlines fly Business Class to Chicago?

United Airlines is the most popular airline offering Business Class flights to Chicago, with 58% of our users opting to fly with them when traveling to Chicago. Other popular options include American Airlines and Delta. There are a total of 4 different airlines flying to Chicago.

Popular Airlines for Business Class Flights to Chicago

Book reliable Business Class tickets to Chicago from top-rated airlines

About Business Class Flights to Chicago

Helpful overview information on Chicago Business Class ticket prices, flight duration, and airlines

Fastest flight time

Closest Airport

Most Popular Airline

Frequently asked questions about Chicago Business Class flights

Is it worth flying Business Class to Chicago?

How long does it take to fly to Chicago?

Why should I use momondo to find a Business Class flight deal to Chicago?

Can I find Business Class flights to Chicago with flexible booking policies on momondo?

How can momondo help me find deals for Business Class flight tickets to Chicago?

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

When did momondo last update prices for flights from United States to Chicago?

How many operators does momondo search for flights from United States to Chicago?

How old do you have to be to fly from United States to Chicago?

What documentation or ID do you need to fly to Chicago?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Airports near Chicago

Airports listed have a maximum distance of 79.0 mi from Chicago