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Business Class Flights to Chicago in 2025

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Cheap Business Class Flight Deals to Chicago

Recent business class round-trip flight deals to Chicago

American Airlines Logo
7:00 am - 9:05 amBOS-ORD
3h 05mnonstop
American Airlines Logo
6:00 am - 11:45 amORD-BOS
4h 45m1 stop
$485American Airlines
Find Deal
Thu, Jul 31 - Fri, Aug 1
American Airlines Logo
3:40 pm - 9:30 pmBOS-ORD
6h 50m1 stop
American Airlines Logo
6:00 am - 11:45 amORD-BOS
4h 45m1 stop
$505American Airlines
Find Deal
Thu, Jul 31 - Fri, Aug 1
Alaska Airlines Logo
5:54 pm - 11:59 pmSEA-ORD
4h 05mnonstop
Alaska Airlines Logo
6:00 am - 8:37 amORD-SEA
4h 37mnonstop
$789Alaska Airlines
Find Deal
Thu, Aug 14 - Sat, Aug 16
Alaska Airlines Logo
9:45 pm - 7:25 amSEA-ORD
7h 40m1 stop
Alaska Airlines Logo
10:00 am - 12:34 pmORD-SEA
4h 34mnonstop
$801Alaska Airlines
Find Deal
Fri, Aug 15 - Sat, Aug 16
Alaska Airlines Logo
5:54 pm - 11:59 pmSEA-ORD
4h 05mnonstop
Alaska Airlines Logo
10:00 am - 12:34 pmORD-SEA
4h 34mnonstop
$819Alaska Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 17
Alaska Airlines Logo
6:00 am - 12:07 pmSEA-ORD
4h 07mnonstop
Alaska Airlines Logo
7:00 am - 2:20 pmORD-SEA
9h 20m1 stop
$823Alaska Airlines
Find Deal
Thu, Aug 14 - Sat, Aug 16
Alaska Airlines Logo
4:25 pm - 10:30 pmSEA-ORD
4h 05mnonstop
Alaska Airlines Logo
7:00 am - 2:25 pmORD-SEA
9h 25m1 stop
$833Alaska Airlines
Find Deal
Fri, Aug 15 - Sun, Aug 17
American Airlines Logo
12:50 am - 7:02 amLAX-ORD
4h 12mnonstop
American Airlines Logo
6:13 am - 8:25 amORD-LAX
4h 12mnonstop
$857American Airlines
Find Deal
Tue, Jul 8 - Thu, Jul 17
American Airlines Logo
12:50 am - 7:02 amLAX-ORD
4h 12mnonstop
American Airlines Logo
6:13 am - 8:25 amORD-LAX
4h 12mnonstop
$860American Airlines
Find Deal
Tue, Jul 8 - Thu, Jul 17
 Logo
5:29 pm - 5:40 amJFK-ORD
13h 11m2 stops
 Logo
11:45 pm - 4:30 amORD-JFK
27h 45m1 stop
$7,395
Find Deal
Sat, Aug 2 - Sat, Aug 9

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, Alaska Airlines, and Turkish 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 Wednesday when prices can be found for as low as $366. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average Business Class ticket price to Chicago on a Sunday is $572.

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 40m on average, while flying from Boston to Chicago O'Hare Intl Airport is 2h 48m 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 June 2025, 602 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 42% of daily flights taking off at noon.

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

As of June 2025, 4,218 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% 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 $1,286/pp. Prices depend on where you are departing from. For prices as low as $528/pp, depart from San Francisco. The most expensive round trip Business Class flights to Chicago are from Little Rock.
See prices from:

What airlines fly Business Class to Chicago?

United Airlines is the most popular airline offering Business Class flights to Chicago, with 56% 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
AirlineRatingBusiness ClassPrice
DeltaPriceFrom $68First ClassRating
8.0
8.2

Boarding

7.9

Comfort

8.5

Crew

7.9

Entertainment

7.3

Food

Reviews

1 / 10
Terrible... flight delayed 5x because of their issues. Not mechanical. Their pilots were tired and needed reset. That's understandable but you should staff your company better. I missed an important meeting. Only compensation was a voucher enough for pretzels. Don't recommend.
Search Delta flights
Hawaiian AirlinesPriceFrom $108First ClassRating
7.8
8.0

Boarding

7.7

Comfort

8.5

Crew

7.1

Entertainment

7.0

Food

Reviews

1 / 10
You should work to talk with TSA about not harassing and being aggressive and mean with your customers. This was the worst I’ve ever been treated by TSA in an airport without having done anything wrong. Experience with Alaska was good. My flight got messed up last minute and I wasn’t able to check in bc of the divided flight between Hawaiian and Alaska which made the flight less great
Search Hawaiian Airlines flights
United AirlinesPriceFrom $97First ClassRating
7.4
7.7

Boarding

7.3

Comfort

8.1

Crew

7.0

Entertainment

6.6

Food

Reviews

1 / 10
They are amazing. I always recommend United
Search United Airlines flights
American AirlinesPriceFrom $137First ClassRating
7.2
7.5

Boarding

7.2

Comfort

8.0

Crew

6.9

Entertainment

6.5

Food

Reviews

1 / 10
I had a very short connection time, and I really appreciated the kindness of my fellow passengers in listening to the flight attendant's request to remain seated and let me exit quickly.
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 42m

    Closest Airport

    Chicago O'Hare Intl

    Most Popular Airline

    Delta
    The quickest Business Class flight you can catch to Chicago takes 2h 42m, which departs from New York LaGuardia 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 Delta, with a user rating of 8.0/10. There are 4 airlines in total servicing this route with Business Class options.

    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 0 minutes
    Tampa to Chicago: 2 hours 57 minutes
    West Palm Beach to Chicago: 3 hours 7 minutes
    Miami to Chicago: 3 hours 23 minutes
    New York to Chicago: 2 hours 27 minutes
    Dallas/Fort Worth Airport to Chicago: 2 hours 33 minutes
    Denver to Chicago: 2 hours 40 minutes
    Boston to Chicago: 2 hours 33 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?

    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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    Airports near Chicago

    Airports listed have a maximum distance of 79.0 mi from Chicago