Cheap First Class flights to Chicago

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

LAX — CHI
Sep 26 — Oct 31
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Cheap first class flights to Chicago in 2023

Quick information regarding your upcoming first class trip to Chicago

Average Price

$1,106

Cheapest Price

$270

Top Rated Airline

United Airlines

No. of Airlines

4
Average for round-trip first class flights in September 2023
The lowest price for a first class flight ticket to Chicago
Most popular airline to fly first class with to Chicago in the past 7 days
Airlines that offer first class options for this route

Chicago round-trip first class flight deals

Explore the best, cheapest, and fastest round-trip first class flight tickets going to Chicago found most recently
Jan 23 - Jan 31
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 01m

1:00 am-3:01 am
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 20m

4:01 am-6:21 am
$338

United Airlines

Pick Dates

Deal found 9/21

Oct 18 - Oct 18
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 36m

2:59 am-4:35 am
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

2h 04m

3:05 pm-5:09 pm
$424

American Airlines

Pick Dates

Deal found 9/20

Oct 24 - Oct 28
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 59m

4:05 am-6:04 am
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 32m

2:55 pm-5:27 pm
$478

Delta

Pick Dates

Deal found 9/20

Jan 23 - Feb 1
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 01m

1:00 am-3:01 am
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 20m

2:10 am-4:30 am
$368

United Airlines

Pick Dates

Deal found 9/21

Jan 23 - Feb 2
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 01m

1:00 am-3:01 am
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

7h 10m

10:35 am-5:45 pm
$378

United Airlines

Pick Dates

Deal found 9/21

Nov 6 - Nov 9
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 49m

3:54 pm-5:43 pm
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

Nonstop

2h 07m

2:25 am-4:32 am
$424

American Airlines

Pick Dates

Deal found 9/19

Chicago one-way first class flight deals

Explore the best, cheapest, and fastest one-way first class flight tickets going to Chicago found most recently
Nov 9
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 47m

2:30 am-4:17 am
$194

American Airlines

Pick Dates

Deal found 9/20

Sep 26
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 52m

2:00 am-3:52 am
$204

United Airlines

Pick Dates

Deal found 9/20

Oct 17
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 09m

3:30 pm-5:39 pm
$235

Delta

Pick Dates

Deal found 9/19

Dec 3
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 37m

1:00 am-2:37 am
$204

American Airlines

Pick Dates

Deal found 9/20

Dec 6
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

7h 21m

12:30 am-6:51 am
$209

United Airlines

Pick Dates

Deal found 9/20

Oct 18
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 36m

2:59 am-4:35 am
$212

American Airlines

Pick Dates

Deal found 9/19

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

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

January

$1,023

February

$639

March

$704

April

$515

May

$617

June

$728

July

$860

August

$756

September

$760

October

$844

November

$957

December

$545

April is currently the cheapest month to fly first class to Chicago. At this moment in time January 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 first class airlines flying to Chicago

Search and compare the best first class tickets to Chicago with popular airlines
AirlineRatingFirst ClassPrice
Alaska AirlinesPriceFrom $60First ClassRating
8.0
8.3

Boarding

8.0

Comfort

8.6

Crew

7.2

Entertainment

7.2

Food

Reviews

1 / 10

Crew was amazing, boarding was simple and quick, only issue was the food. I was flying first class, and while it was only a two hour flight, the food really could have been better. I got the "protein plate", which was a few pieces of chicken (kinda dry), some sliced cucumber, feta cheese, and literally a whole unpeeled carrot just plunked down. Again, I know the flight was only two hours, but for what we paid for first class I was kinda hoping for a bit more than something that belongs in a cheap airport cafeteria. Other than that, the flight was great; comfortable seats, great service, great crew.

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 $79First 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 first class tickets

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

Normally, First Class flights to Chicago fall around $1,106 per ticket. However, $270 is the cheapest rate for this flight found recently (this flight took off from Springfield-Branson Airport).

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

Delta, American Airlines, United Airlines and Alaska Airlines are highly recommended providers for First 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 First 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

Business Classfrom $169/person
Prem Economyfrom $149/person
Economyfrom $19/person

Search first class flights to other cities in USA

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

Expand your first class flight ticket search

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

Search first class flights to airports around the USA area

Changing airports may help save you money on first 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
Tampa to Midway flightsfrom from $40 pp/person
Miami to Midway flightsfrom from $40 pp/person
Philadelphia to Midway flightsfrom from $41 pp/person
Orlando to Midway flightsfrom from $42 pp/person
Atlanta to Midway flightsfrom from $46 pp/person
Denver to Midway flightsfrom from $48 pp/person
Atlanta to O'Hare Intl flightsfrom from $50 pp/person
Asheville to Midway flightsfrom from $53 pp/person
Charlotte to O'Hare Intl flightsfrom from $67 pp/person
Fort Myers to O'Hare Intl flightsfrom from $68 pp/person
Orlando to O'Hare Intl flightsfrom from $69 pp/person
Minneapolis to Midway flightsfrom from $69 pp/person
Knoxville to Midway flightsfrom from $70 pp/person
Las Vegas to Midway flightsfrom from $71 pp/person
Miami to O'Hare Intl flightsfrom from $76 pp/person
Tampa to O'Hare Intl flightsfrom from $77 pp/person