HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap First Class flights to Chicago

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

LAX — CHI
May 13 — May 201
From?
To?
Mon 5/13
Mon 5/20
1 adult, First
We work with more than 300 partners to bring you better travel deals
Best travel deals
Find the best flight deals available from hundreds of sites within seconds
Trusted and free
Cheapflights is 100% free to use. No hidden charges!
Book with flexibility
Easily find flight tickets with no change fees

Cheap first class flights to Chicago in 2024

Find the latest flights to Chicago in 2024, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,749,864 searches and data were last updated on May 8, 2024.

Average Price

$2,257

Cheapest Price

$333

Top Rated Airline

United Airlines

No. of Airlines

3
Average for round-trip first class flights in May 2024
Search Deals
The lowest price for a first class flight ticket to Chicago
Search Deals
Most popular airline to fly first class with to Chicago in the past 7 days
Search Deals
Airlines that offer first class options for this route
Search Deals

Chicago round-trip first class flight deals

Discover round-trip first class flight deals to Chicago. Fares were last updated on May 8, 2024. In the last 7 days, Cheapflights users made a total of 2,749,864 searches.
Jun 11 - Jun 12
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 51m

3:55 pm-5:46 pm
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 28m

6:30 am-9:58 am
$391

Delta

Pick Dates

Deal found 5/7

Jun 3 - Jun 5
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 35m

6:40 am-8:15 am
ORD

Chicago O'Hare Intl

LGA

New York LaGuardia

1 stop

3h 43m

6:52 am-11:35 am
$449

American Airlines

Pick Dates

Deal found 5/7

Oct 5 - Oct 9
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 43m

10:22 am-12:05 pm
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 29m

9:15 pm-12:44 am
$449

United Airlines

Pick Dates

Deal found 5/7

Oct 8 - Oct 9
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 02m

3:40 pm-5:42 pm
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 20m

7:30 am-10:50 am
$399

Delta

Pick Dates

Deal found 5/7

Jul 4 - Jul 10
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 58m

3:35 pm-5:33 pm
ORD

Chicago O'Hare Intl

JFK

New York John F Kennedy Intl

Nonstop

2h 14m

7:10 am-10:24 am
$408

Delta

Pick Dates

Deal found 5/7

Oct 5 - Oct 11
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 43m

10:22 am-12:05 pm
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 29m

9:15 pm-12:44 am
$454

United Airlines

Pick Dates

Deal found 5/7

Chicago one-way first class flight deals

Discover one-way first class flight deals to Chicago. Fares were last updated on May 8, 2024. In the last 7 days, Cheapflights users made a total of 2,749,864 searches.
Aug 24
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 02m

3:40 pm-5:42 pm
$190

Delta

Pick Dates

Deal found 5/7

Jun 27
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 56m

7:30 pm-9:26 pm
$226

American Airlines

Pick Dates

Deal found 5/7

Aug 24
LGA

New York LaGuardia

ORD

Chicago O'Hare Intl

Nonstop

2h 36m

2:25 pm-4:01 pm
$249

United Airlines

Pick Dates

Deal found 5/7

Sep 5
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 50m

11:00 am-12:50 pm
$190

Delta

Pick Dates

Deal found 5/7

Jun 3
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 51m

6:20 pm-8:11 pm
$200

Delta

Pick Dates

Deal found 5/7

Jun 11
SEA

Seattle/Tacoma Intl

ORD

Chicago O'Hare Intl

Nonstop

4h 00m

5:10 am-11:10 am
$240

American Airlines

Pick Dates

Deal found 5/7

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

Identify the most economical month to book your first class flight to Chicago. In the last 7 days, Cheapflights users made a total of 2,749,864 searches and data was last updated on May 8, 2024.

January

$618

February

$960

March

$858

April

$712

May

$634

June

$701

July

$674

August

$450

September

$405

October

$640

November

$547

December

$428

September is currently the cheapest month to fly first class to Chicago. At this moment in time February 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 3 first class airlines flying to Chicago

Explore the top four first class airlines operating flights to Chicago. Find out more about these airlines and their offerings, including amenities, in-flight services, and customer reviews. In the last 7 days, Cheapflights users made a total of 2,749,864 searches and data was last updated on May 8, 2024.
AirlineRatingFirst ClassPrice
DeltaPriceFrom $79First ClassRating
8.0
8.2

Boarding

7.9

Comfort

8.6

Crew

8.0

Entertainment

7.4

Food

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Search Delta flights
United AirlinesPriceFrom $89First ClassRating
7.4
7.7

Boarding

7.2

Comfort

8.1

Crew

7.1

Entertainment

6.7

Food

Reviews

1 / 10

The staff were pleasant. There was no food or entertainment.

Search United Airlines flights
American AirlinesPriceFrom $107First ClassRating
7.3
7.6

Boarding

7.2

Comfort

8.0

Crew

7.1

Entertainment

6.6

Food

Reviews

1 / 10

Allow you to take your carry on with you on the plane. It was a full flight and I had to check my bag. As we boarded, a few people who came after me were able to take their bags on the plane.

Search American Airlines flights

Frequently asked questions about Chicago first class tickets

Find answers to common questions related to first class tickets for flights to Chicago. Get information on booking, amenities, upgrade options, and more. This FAQ section was last updated on May 8, 2024.

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

    Normally, First Class flights to Chicago fall around $2,257 per ticket. However, $333 is the cheapest rate for this flight found recently (this flight took off from El Paso Airport).

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

    American Airlines, Delta and United 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: Business Class, First Class and Prem Economy Class. If you prefer to see more cabin class options, you can try switching up different departure and/or arrival dates.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Airlines operating first class flights to Chicago
Take a look at the available airlines operating first class flights to Chicago at this time.

Delta flights to Chicago O'Hare Intl
United Airlines flights to Chicago O'Hare Intl

Search flights to Chicago by cabin class

Business Classfrom $155/person
Prem Econ Classfrom $172/person
Economy Classfrom $24/person
View all available airlines