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First Class Flights to Chicago in 2026

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Cheap First Class Flight Deals to Chicago

Recent first class round-trip flight deals to Chicago

Enter your travel dates to find the best prices.
American Airlines Logo
2:30 pm - 4:10 pm
EWR
-
ORD
2h 40mnonstop
American Airlines Logo
6:40 am - 9:53 am
ORD
-
EWR
2h 13mnonstop
$410American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:11 am - 6:59 am
EWR
-
ORD
2h 48mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
$419American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
5:30 am - 7:15 am
EWR
-
ORD
2h 45mnonstop
American Airlines Logo
8:15 pm - 11:30 pm
ORD
-
EWR
2h 15mnonstop
$423American Airlines
Wed, May 27 - Thu, May 28
American Airlines Logo
5:11 am - 6:59 am
EWR
-
ORD
2h 48mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
$433American Airlines
Thu, Jun 4 - Fri, Jun 5
Delta Logo
3:00 pm - 5:11 pm
JFK
-
ORD
3h 11mnonstop
Delta Logo
6:00 pm - 9:37 pm
ORD
-
JFK
2h 37mnonstop
$457Delta
Wed, Jul 1 - Tue, Jul 7
Delta Logo
7:30 am - 9:25 am
JFK
-
ORD
2h 55mnonstop
Delta Logo
6:00 pm - 9:37 pm
ORD
-
JFK
2h 37mnonstop
$467Delta
Wed, Jul 1 - Tue, Jul 7
United Airlines Logo
10:25 am - 11:45 am
BWI
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ORD
2h 20mnonstop
United Airlines Logo
10:49 am - 1:58 pm
ORD
-
BWI
2h 09mnonstop
$533United Airlines
Wed, Aug 12 - Sat, Aug 15
United Airlines Logo
7:18 am - 10:00 am
DFW
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ORD
2h 42mnonstop
United Airlines Logo
8:45 am - 11:29 am
ORD
-
DFW
2h 44mnonstop
$589United Airlines
Wed, Jun 24 - Thu, Jul 23
Alaska Airlines Logo
5:48 pm - 11:59 pm
SEA
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ORD
4h 11mnonstop
Alaska Airlines Logo
6:00 am - 8:30 am
ORD
-
SEA
4h 30mnonstop
$755Alaska Airlines
Fri, Sep 11 - Mon, Sep 21
Alaska Airlines Logo
10:32 am - 11:57 pm
SFO
-
ORD
11h 25m
1 stop
Alaska Airlines Logo
7:00 am - 12:39 pm
ORD
-
SFO
7h 39m
1 stop
$781Alaska Airlines
Sat, Sep 26 - Tue, Sep 29

First Class Flights to Chicago - Travel Insights & Trends

Get data-powered insights and trends for First Class flights to Chicago to help you craft the best travel plan

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 First Class from United States to Chicago?

American Airlines, Delta, and United Airlines are popular carriers operating the cheapest First Class flights from United States to Chicago

What is the cheapest day to depart on your First Class flight to Chicago?

The cheapest day to depart from United States to Chicago is on a Friday when prices can be found for as low as $784. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average First Class ticket price to Chicago on a Monday is $1,618.

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 New York to Chicago O'Hare Intl Airport is 2h 40m on average, while flying from Boston to Chicago O'Hare Intl Airport is 2h 50m 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 May 2026, 482 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 38% of daily flights taking off at noon.

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

As of May 2026, 3,374 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Tue, with 17% of weekly flights taking off on this day.

What is the cheapest First Class flight I can find to Chicago?

On average, round trip First Class flights to Chicago cost $1,104/pp. Prices depend on where you are departing from. For prices as low as $492/pp, depart from Cleveland. The most expensive round trip First Class flights to Chicago are from San Francisco.

See prices from:

What airlines fly First Class to Chicago?

United Airlines is the most popular airline offering First Class flights to Chicago, with 42% 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 First Class Flights to Chicago

Book reliable First Class tickets to Chicago from top-rated airlines
AirlineRatingFirst ClassPrice
DeltaPriceFrom $75First ClassRating
7.9
See reviews
8.1

Boarding

7.8

Comfort

8.5

Crew

7.8

Entertainment

7.2

Food

Reviews

1 / 10
Nothing special!
Search Delta flights
United AirlinesPriceFrom $120First ClassRating
7.4
See reviews
7.7

Boarding

7.3

Comfort

8.1

Crew

7.1

Entertainment

6.6

Food

Reviews

1 / 10
Seats are not comfortable and in flight entertainment was not working.
Search United Airlines flights
American AirlinesPriceFrom $136First ClassRating
7.1
See reviews
7.5

Boarding

7.2

Comfort

7.9

Crew

6.9

Entertainment

6.4

Food

Reviews

1 / 10
The staff were excellent, very friendly and helpful
Search American Airlines flights

  • How much does a first class flight to Chicago cost?

    Depending on where you fly from and which dates you’d like to travel, the average price for a first class ticket to Chicago is approximately $905. If you fly from United States, you may be able to secure a first class seat at just $162 - price last found on May 9.

  • Which airlines have first class flights to Chicago?

    Flying with a first class ticket can make the travel experience more special. Popular airlines that have first class flights to Chicago include United Airlines, American Airlines, Delta, Spirit Airlines, Alaska Airlines. Please refer to individual airlines for details on premium services.

  • What is the cheapest business class flight to Chicago?

    Instead of flying first class, you can opt for a business class flight to Chicago for about 3% less. business class flights, on average, will cost $934 per person and provide flyers with similar great perks and comfort.

  • Which cabin class is available for United Airlines flights to Chicago?

    United Airlines, the most popular airline for flights to Chicago, has a cabin alternative to Economy seats: first class. For flyers that want more travel options, try looking at another airline or departing origin.

About First Class Flights to Chicago

Helpful overview information on Chicago First Class ticket prices, flight duration, and airlines

Fastest flight time

1h 10m

Closest Airport

Milwaukee-Mitchell

Most Popular Airline

Delta
The quickest First Class flight you can catch to Chicago takes 1h 10m, which departs from Grand Rapids Gerald R. Ford Intl to Chicago O'Hare Intl.
The nearest airport for all arrivals to Chicago is Milwaukee-Mitchell. First Class flyers can expect to travel 66.8 mi to get to downtown.
The most popular airline for First Class flights to Chicago found on momondo this week is Delta, with a user rating of 7.9/10. There are 3 airlines in total servicing this route with First Class options.
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Frequently asked questions about Chicago First Class flights

Is it worth flying First Class to Chicago?

Many flyers choose booking First 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 First Class flights available on the web.

Why should I use momondo to find a First Class flight deal to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect First Class flight to Chicago. momondo saves you time and could save you money on your trip.

Can I find First Class flights to Chicago with flexible booking policies on momondo?

First 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 First Class flight tickets to Chicago?

Once you have performed a search for First 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 First Class flight to Chicago right now. Can momondo alert me if prices change?

Price alerts on First 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?

The number of operators available for flights from United States to Chicago is 10 as of May 2026.

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
Flights to Chicago Midway Airport
Flights to Chicago O'Hare Intl Airport
Flights to Chicago Greater Rockford Airport