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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
6:15 am - 9:43 amORD-BOS
2h 28mnonstop
$464American Airlines
Find Deal
Sun, Aug 3 - Sun, Aug 10
American Airlines Logo
7:33 pm - 9:25 pmEWR-ORD
2h 52mnonstop
American Airlines Logo
8:29 pm - 11:59 pmORD-EWR
2h 30mnonstop
$478American Airlines
Find Deal
Tue, Jul 29 - Thu, Jul 31
American Airlines Logo
7:00 am - 12:50 pmBOS-ORD
6h 50m1 stop
American Airlines Logo
6:15 am - 9:43 amORD-BOS
2h 28mnonstop
$489American Airlines
Find Deal
Sun, Aug 3 - Sun, Aug 10
American Airlines Logo
7:00 am - 12:50 pmBOS-ORD
6h 50m1 stop
American Airlines Logo
6:06 am - 12:25 pmORD-BOS
5h 19m1 stop
$518American Airlines
Find Deal
Sun, Aug 3 - Sun, Aug 10
American Airlines Logo
5:45 am - 7:23 amLGA-ORD
2h 38mnonstop
American Airlines Logo
6:00 am - 9:07 amORD-LGA
2h 07mnonstop
$537American Airlines
Find Deal
Tue, Jul 29 - Thu, Jul 31
American Airlines Logo
5:45 am - 7:23 amLGA-ORD
2h 38mnonstop
American Airlines Logo
11:35 am - 2:45 pmORD-LGA
2h 10mnonstop
$566American Airlines
Find Deal
Wed, Jul 30 - Wed, Jul 30
Alaska Airlines Logo
6:45 pm - 5:00 amSFO-ORD
8h 15m1 stop
Alaska Airlines Logo
8:20 am - 2:01 pmORD-SFO
7h 41m1 stop
$896Alaska Airlines
Find Deal
Thu, Oct 2 - Mon, Oct 6
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$963Alaska Airlines
Find Deal
Tue, Jul 22 - Mon, Jul 28
Alaska Airlines Logo
11:55 am - 6:18 pmSFO-ORD
4h 23mnonstop
Alaska Airlines Logo
7:18 pm - 10:06 pmORD-SFO
4h 48mnonstop
$1,008Alaska Airlines
Find Deal
Mon, Jul 21 - Mon, Jul 28
 Logo
9:50 pm - 3:55 pmEWR-ORD
19h 05m1 stop
 Logo
2:03 pm - 5:59 amORD-EWR
14h 56m2 stops
$21,059
Find Deal
Tue, Jul 29 - Thu, Jul 31

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 TAP AIR PORTUGAL 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 $565.

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 Newark to Chicago O'Hare Intl Airport is 2h 29m on average, while flying from New York to Chicago O'Hare Intl Airport is 2h 40m 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 July 2025, 556 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 40% of daily flights taking off at noon.

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

As of July 2025, 3,892 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Mon, with 18% 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 $3,888/pp. Prices depend on where you are departing from. For prices as low as $787/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 60% 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 $94First ClassRating
8.0
8.2

Boarding

7.9

Comfort

8.5

Crew

7.9

Entertainment

7.3

Food

Reviews

1 / 10
We were the last to board for some reason and there was not enough space for our carry on
Search Delta flights
Alaska AirlinesPriceFrom $175First ClassRating
8.0
8.1

Boarding

7.8

Comfort

8.5

Crew

7.1

Entertainment

7.1

Food

Reviews

1 / 10
Patient with my children and kind
Search Alaska Airlines 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
The seating was great, had extra room and the flight attendant was AMAZING making me at ease. It was also great receiving notification that the flight is being delayed. Much appreciated and thankful to be back come home. Thank you.
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
Mostly friendly employees, choice of snacks and beverages. Although on one of the flights there was only one snack left out of three.
Search United Airlines flights
American AirlinesPriceFrom $136First 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 38m

    Closest Airport

    Chicago O'Hare Intl

    Most Popular Airline

    Delta
    The quickest Business Class flight you can catch to Chicago takes 2h 38m, 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 5 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 4 minutes
    Tampa to Chicago: 2 hours 51 minutes
    Miami to Chicago: 3 hours 21 minutes
    New York to Chicago: 2 hours 26 minutes
    Dallas/Fort Worth Airport to Chicago: 2 hours 36 minutes
    Denver to Chicago: 2 hours 41 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