Cheap First Class flights to Chicago

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

LAX — CHI
May 29 — Jun 51
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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 2,725,499 searches and data were last updated on May 24, 2024.

Average Price

$2,414

Cheapest Price

$340

Top Rated Airline

United Airlines

No. of Airlines

3
Average for round-trip first class flights in May 2024
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

Discover round-trip first class flight deals to Chicago. Fares were last updated on May 24, 2024. In the last 7 days, Cheapflights users made a total of 2,725,499 searches.
Jul 2 - Jul 16
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 49m

8:55 am-10:44 am
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 42m

1:59 pm-5:41 pm
$379

Delta

Pick Dates

Deal found 5/23

Jun 6 - Jun 9
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 44m

8:16 pm-10:00 pm
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

Nonstop

2h 20m

6:04 am-9:24 am
$427

United Airlines

Pick Dates

Deal found 5/23

Sep 3 - Sep 4
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 36m

6:59 am-8:35 am
ORD

Chicago O'Hare Intl

EWR

Newark

Nonstop

2h 03m

1:20 pm-4:23 pm
$479

American Airlines

Pick Dates

Deal found 5/22

Aug 17 - Sep 10
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 47m

6:10 pm-9:57 pm
$399

Delta

Pick Dates

Deal found 5/22

Jul 21 - Jul 27
SFO

San Francisco

ORD

Chicago O'Hare Intl

Nonstop

4h 21m

11:59 pm-6:20 am
ORD

Chicago O'Hare Intl

SFO

San Francisco

Nonstop

4h 37m

6:35 am-9:12 am
$844

Alaska Airlines

Pick Dates

Deal found 5/23

Jul 2 - Jul 16
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

4h 55m

5:30 am-9:25 am
ORD

Chicago O'Hare Intl

BOS

Boston Logan Intl

1 stop

6h 15m

6:00 am-1:15 pm
$446

United Airlines

Pick Dates

Deal found 5/23

Chicago one-way first class flight deals

Discover one-way first class flight deals to Chicago. Fares were last updated on May 24, 2024. In the last 7 days, Cheapflights users made a total of 2,725,499 searches.
Aug 26
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 07m

6:55 pm-9:02 pm
$200

Delta

Pick Dates

Deal found 5/23

Jul 5
DFW

Dallas/Fort Worth

ORD

Chicago O'Hare Intl

Nonstop

2h 30m

7:30 pm-10:00 pm
$204

United Airlines

Pick Dates

Deal found 5/23

Jun 4
EWR

Newark

ORD

Chicago O'Hare Intl

Nonstop

2h 40m

6:15 am-7:55 am
$259

American Airlines

Pick Dates

Deal found 5/23

Sep 5
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 58m

7:00 am-8:58 am
$210

Delta

Pick Dates

Deal found 5/22

Sep 5
BOS

Boston Logan Intl

ORD

Chicago O'Hare Intl

1 stop

4h 46m

5:50 am-9:36 am
$233

United Airlines

Pick Dates

Deal found 5/22

Jun 5
JFK

New York John F Kennedy Intl

ORD

Chicago O'Hare Intl

Nonstop

2h 42m

8:35 am-10:17 am
$219

Delta

Pick Dates

Deal found 5/23

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 2,725,499 searches and data was last updated on May 24, 2024.

January

$618

February

$960

March

$858

April

$712

May

$674

June

$701

July

$387

August

$450

September

$405

October

$640

November

$547

December

$428

July 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 2,725,499 searches and data was last updated on May 24, 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

Everyone was nice, helpful. Very accommodating No complaints.

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

For a first class fair this was the worse ever. 1. Long delay departing. 2. Long time landing. 3. Late getting car hire. 4. No compensation whatsoever. Do I need to say more. You check it out yourself.

Search United Airlines flights
American AirlinesPriceFrom $109First 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 24, 2024.
  • What is the cheapest price for a First Class ticket to Chicago?

    Normally, First Class flights to Chicago fall around $2,414 per ticket. However, $340 is the cheapest rate for this flight found recently (this flight took off from El Paso Airport).

  • 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.

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

    United Airlines, American Airlines and Delta 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.

Browse thousands of different options on Cheapflights for your next trip

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

Search flights to Chicago by cabin class

Business Classfrom $224/person
Prem Econ Classfrom $167/person
Economy Classfrom $22/person