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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

Recommended business class round-trip deals departing in the coming months from the most popular airlines that fly to Chicago.
American Airlines Logo
9:15 pm - 10:51 pmPHL-ORD
2h 36mnonstop
American Airlines Logo
5:00 am - 7:56 amORD-PHL
1h 56mnonstop
$759American Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$837Alaska Airlines
Find Deal
Tue, Jul 8 - Wed, Jul 23
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$843Alaska Airlines
Find Deal
Tue, Jul 8 - Thu, Jul 24
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$846Alaska Airlines
Find Deal
Sat, Jul 5 - Wed, Jul 16
Alaska Airlines Logo
3:05 pm - 11:39 pmSFO-ORD
6h 34m1 stop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$867Alaska Airlines
Find Deal
Wed, Jul 2 - Tue, Jul 15
American Airlines Logo
2:30 pm - 4:18 pmJFK-ORD
2h 48mnonstop
American Airlines Logo
10:03 am - 1:28 pmORD-JFK
2h 25mnonstop
$872American Airlines
Find Deal
Sat, Jun 14 - Sun, Jun 22
Alaska Airlines Logo
12:03 pm - 11:39 pmSFO-ORD
9h 36m1 stop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$872Alaska Airlines
Find Deal
Tue, Jul 8 - Wed, Jul 23
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$876Alaska Airlines
Find Deal
Sat, Jul 5 - Tue, Jul 22
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$878Alaska Airlines
Find Deal
Fri, Jul 11 - Sat, Jul 19
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$882Alaska Airlines
Find Deal
Sat, Jul 5 - Thu, Jul 24

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.

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 $279. 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 $1,259.

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 April 2025, 336 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 5:00PM, with 42% of daily flights taking off at noon.

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

As of April 2025, 2,357 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Tue, with 23% 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 $1,205/pp. Prices depend on where you are departing from. For prices as low as $491/pp, depart from Seattle. The most expensive round trip Business Class flights to Chicago are from Los Angeles.
See prices from:

What airlines fly Business Class to Chicago?

United Airlines is the most popular airline offering Business Class flights to Chicago, with 61% 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
WiFi was intermittently out. Poor selection of content for the seat back screens.
Search Delta flights
United AirlinesPriceFrom $97First ClassRating
7.4
7.7

Boarding

7.3

Comfort

8.1

Crew

7.1

Entertainment

6.6

Food

Reviews

1 / 10
They are amazing. I always recommend United
Search United Airlines flights
American AirlinesPriceFrom $139First ClassRating
7.2
7.5

Boarding

7.2

Comfort

8.0

Crew

6.9

Entertainment

6.5

Food

Reviews

1 / 10
There was nothing particularly special about the flight. I had a carry-on bag but was instructed to check it at the gate for my flight from Dallas to LAX, without any explanation. There was actually enough space to store it in the overhead compartment. This was in contrast to my previous flights from Tampa to Dallas, where I didn’t have to check my bag. Overall, it was an unpleasant experience.
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 46m

    Closest Airport

    Chicago O'Hare Intl

    Most Popular Airline

    Delta
    The quickest Business Class flight you can catch to Chicago takes 2h 46m, 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 3 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 1 minute
    Tampa to Chicago: 2 hours 50 minutes
    West Palm Beach to Chicago: 3 hours 9 minutes
    Miami to Chicago: 3 hours 20 minutes
    New York to Chicago: 2 hours 26 minutes
    Dallas/Fort Worth Airport to Chicago: 2 hours 35 minutes
    Denver to Chicago: 2 hours 42 minutes
    Boston to Chicago: 2 hours 40 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