Cheap Business Class flights to Chicago

Explore and compare the cheapest business class flights to Chicago from hundreds of sites

LAX — CHI
oct. 7 — oct. 141
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Cheap business class flights to Chicago in 2023

Quick information regarding your upcoming business class trip to Chicago

Average Price

$1,216

Cheapest Price

$299

Top Rated Airline

Alaska Airlines

No. of Airlines

27
Average for round-trip business class flights in October 2023
The lowest price for a business class flight ticket to Chicago
Most popular airline to fly business class with to Chicago in the past 7 days
Airlines that offer business class options for this route

Chicago round-trip business class flight deals

Explore the best, cheapest, and fastest round-trip business class flight tickets going to Chicago found most recently
Feb 26
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 16m

9:55 am-4:11 pm
$430

Alaska Airlines

Pick Dates

Deal found 10/2

Feb 26
SFO

San Francisco

ORD

Chicago O'Hare Intl

1 stop

7h 30m

7:30 pm-5:00 am
$453

Alaska Airlines

Pick Dates

Deal found 10/2

Oct 14
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 17m

7:40 am-1:57 pm
$465

Alaska Airlines

Pick Dates

Deal found 10/2

Feb 26
SFO

San Francisco

ORD

Chicago O'Hare Intl

2 stops

10h 05m

4:55 pm-5:00 am
$591

Alaska Airlines

Pick Dates

Deal found 10/2

Oct 16
SFO

San Francisco

ORD

Chicago O'Hare Intl

2 stops

21h 00m

6:00 am-5:00 am
$759

Alaska Airlines

Pick Dates

Deal found 10/2

Oct 12
LAX

Los Angeles

ORD

Chicago O'Hare Intl

2 stops

21h 00m

6:00 am-5:00 am
$923

Alaska Airlines

Pick Dates

Deal found 10/1

Chicago one-way business class flight deals

Explore the best, cheapest, and fastest one-way business class flight tickets going to Chicago found most recently
Oct 26 - Nov 3
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 56m

11:04 pm-5:00 am
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

Nonstop

4h 38m

6:15 am-8:53 am
$578

Alaska Airlines

Pick Dates

Deal found 10/1

Oct 21 - Nov 2
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 56m

11:04 pm-5:00 am
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

Nonstop

4h 40m

5:55 pm-8:35 pm
$633

Alaska Airlines

Pick Dates

Deal found 10/1

Nov 5 - Nov 9
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

1 stop

5h 33m

7:55 am-3:28 pm
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

Nonstop

4h 38m

6:15 am-8:53 am
$652

Alaska Airlines

Pick Dates

Deal found 10/1

Oct 26 - Nov 3
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 56m

11:04 pm-5:00 am
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

1 stop

6h 14m

4:10 pm-8:24 pm
$662

Alaska Airlines

Pick Dates

Deal found 10/1

Nov 5 - Nov 10
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 56m

11:04 pm-5:00 am
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

1 stop

6h 14m

4:10 pm-8:24 pm
$702

Alaska Airlines

Pick Dates

Deal found 10/1

Oct 13 - Oct 23
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 56m

11:04 pm-5:00 am
ORD

Chicago O'Hare Intl

SEA

Seattle/Tacoma Intl

Nonstop

4h 38m

6:15 am-8:53 am
$718

Alaska Airlines

Pick Dates

Deal found 10/2

When is the cheapest month to fly business class to Chicago?

The cheapest price for business class tickets to Chicago for each month in 2023 (seasonal flight searches data from Cheapflights users)

January

$876

February

$856

March

$869

April

$784

May

$483

June

$984

July

$801

August

$727

September

$497

October

$705

November

$899

December

$966

May is currently the cheapest month to fly business class to Chicago. At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

Top 4 business class airlines flying to Chicago

Search and compare the best business class tickets to Chicago with popular airlines
AirlineRatingFirst ClassPrice
Alaska AirlinesPriceFrom $48First ClassRating
8.0
8.3

Boarding

8.0

Comfort

8.6

Crew

7.2

Entertainment

7.2

Food

Reviews

1 / 10

Had to cancel my flight. Hopefully since I bought flight insurance, I will be getting a refund! flights were on time and smooth other than that.

Search Alaska Airlines flights
DeltaPriceFrom $89First ClassRating
7.9
8.0

Boarding

7.9

Comfort

8.5

Crew

7.8

Entertainment

7.2

Food

Reviews

1 / 10

Horrible experience. Delayed bags, missing items, delayed flights. Complete disaster

Search Delta flights
United AirlinesPriceFrom $83First ClassRating
7.4
7.7

Boarding

7.3

Comfort

8.1

Crew

7.0

Entertainment

6.7

Food

Reviews

1 / 10

Doreen was our first class attendant and she made sure we had drinks, snacks, and she remained very attentive.

Search United Airlines flights
American AirlinesPriceFrom $109First ClassRating
7.2
7.5

Boarding

7.3

Comfort

7.9

Crew

6.9

Entertainment

6.5

Food

Reviews

1 / 10

My flight was delayed… and I only found out about it a few hours (2am) before the supposed departure, it was delayed so much that I had to switch my flight to another airport.

Search American Airlines flights

Frequently asked questions about Chicago business class tickets

What is the cheapest price for a Business Class ticket to Chicago?

It would cost one person about $1,216 to fly Business Class to Chicago, usually. The lowest price a user reported recently is $299 (for a Business Class class ticket flying from Raleigh-Durham Airport to Chicago).

What airlines can I book Business Class flights to Chicago with?

American Airlines, United Airlines, Alaska Airlines, Delta, Air India, Lufthansa, British Airways, Iberia, JetBlue, ITA Airways, Finnair and Austrian Airlines are highly recommended providers for Business Class flight tickets to Chicago. Check for amenities list before you book to take advantage of more premium services, not every airline has the same Business Class perks.

How many premium cabins does United Airlines have for flights to Chicago?

United Airlines has 3 premium cabins on its schedule for flights to Chicago: First Class, Prem Economy Class and Business Class. If you prefer to see more cabin class options, you can try switching up different departure and/or arrival dates.

Search flights to Chicago by cabin class

First Classfrom $175/person
Prem Economyfrom $147/person
Economyfrom $19/person

Search business class flights to other cities in USA

Browse 2023 business class flight tickets for locations just as great as USA

Expand your business class flight ticket search

Look further for the perfect business class travel experience if you are not set on Chicago

Search business class flights to airports around the USA area

Changing airports may help save you money on business class tickets. Here are the closest airports near USA with premium cabin flights available.

Affordable deals for popular routes to Chicago

Want to maximize your travel cost savings even more? Check out these flight routes taken by travelers like you to get to Chicago for all available cabin classes
Atlanta to Midway flightsfrom from $38 pp/person
Tampa to Midway flightsfrom from $38 pp/person
Miami to Midway flightsfrom from $39 pp/person
Atlanta to O'Hare Intl flightsfrom from $40 pp/person
Philadelphia to Midway flightsfrom from $40 pp/person
Orlando to Midway flightsfrom from $41 pp/person
Denver to Midway flightsfrom from $41 pp/person
Charlotte to O'Hare Intl flightsfrom from $56 pp/person
Tampa to O'Hare Intl flightsfrom from $58 pp/person
San Francisco to Midway flightsfrom from $60 pp/person
Asheville to Midway flightsfrom from $61 pp/person
Orlando to O'Hare Intl flightsfrom from $64 pp/person
Fort Myers to O'Hare Intl flightsfrom from $64 pp/person
Las Vegas to Midway flightsfrom from $68 pp/person
Knoxville to Midway flightsfrom from $70 pp/person
Miami to O'Hare Intl flightsfrom from $76 pp/person
Las Vegas to O'Hare Intl flightsfrom from $78 pp/person