First Class Flights to Chicago in 2025

1 adult
0 bags

First Class ticket deals available from 900+ travel sites.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Cheap First Class Flight Deals to Chicago

Recent first class round-trip flight deals to Chicago

American Airlines Logo
5:00 pm - 6:20 pmBWI-ORD
2h 20mnonstop
American Airlines Logo
6:30 pm - 9:37 pmORD-BWI
2h 07mnonstop
$348American Airlines
Find Deal
Thu, Nov 13 - Sat, Nov 15
American Airlines Logo
5:00 pm - 6:20 pmBWI-ORD
2h 20mnonstop
American Airlines Logo
6:30 pm - 9:37 pmORD-BWI
2h 07mnonstop
$358American Airlines
Find Deal
Wed, Nov 5 - Fri, Nov 7
Delta Logo
7:35 pm - 9:53 pmJFK-ORD
3h 18mnonstop
Delta Logo
7:00 am - 10:23 amORD-JFK
2h 23mnonstop
$467Delta
Find Deal
Mon, Aug 18 - Tue, Aug 19
Delta Logo
3:29 pm - 5:37 pmJFK-ORD
3h 08mnonstop
Delta Logo
7:00 am - 10:23 amORD-JFK
2h 23mnonstop
$468Delta
Find Deal
Sat, Sep 6 - Sun, Sep 7
United Airlines Logo
9:18 am - 10:55 amLGA-ORD
2h 37mnonstop
United Airlines Logo
6:00 am - 9:16 amORD-LGA
2h 16mnonstop
$527United Airlines
Find Deal
Sat, Sep 6 - Sun, Sep 7
United Airlines Logo
7:00 am - 9:37 amDFW-ORD
2h 37mnonstop
United Airlines Logo
8:49 am - 11:28 amORD-DFW
2h 39mnonstop
$527United Airlines
Find Deal
Thu, Sep 4 - Sat, Sep 20
Hawaiian Airlines Logo
12:59 am - 7:03 amSEA-ORD
4h 04mnonstop
Hawaiian Airlines Logo
3:20 pm - 5:52 pmORD-SEA
4h 32mnonstop
$759Hawaiian Airlines
Find Deal
Tue, Sep 9 - Wed, Sep 17
Alaska Airlines Logo
5:50 pm - 11:59 pmSEA-ORD
4h 09mnonstop
Alaska Airlines Logo
6:00 am - 8:27 amORD-SEA
4h 27mnonstop
$778Alaska Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
Hawaiian Airlines Logo
12:59 am - 7:03 amSEA-ORD
4h 04mnonstop
Hawaiian Airlines Logo
7:00 am - 2:26 pmORD-SEA
9h 26m1 stop
$803Hawaiian Airlines
Find Deal
Mon, Aug 25 - Sun, Aug 31
Alaska Airlines Logo
12:59 am - 7:03 amSEA-ORD
4h 04mnonstop
Alaska Airlines Logo
6:00 am - 8:27 amORD-SEA
4h 27mnonstop
$833Alaska Airlines
Find Deal
Tue, Sep 30 - Sun, Oct 5

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

What cabin class options are available on United States to Chicago flights?

There are 4 cabin classes available to choose from on United States to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

What is the cheapest month to fly First Class to Chicago?

In general, May is the cheapest month to fly First Class from United States to Chicago. Due to it being the ‘off-season’ during this time, you can expect First Class flight prices to be around $812. If you aren’t able to travel during the month of May, then book First Class flights to Chicago from United States during June instead. First Class flights to Chicago in June, while not as cheap as those in May, still average around $1,097.

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 Sunday when prices can be found for as low as $474. 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 $1,404.

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 39m on average, while flying from Boston to Chicago O'Hare Intl Airport is 2h 47m 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 July 2025, 431 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 41% of daily flights taking off at noon.

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

As of July 2025, 3,022 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% 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 $1,929/pp. Prices depend on where you are departing from. For prices as low as $279/pp, depart from Seattle. The most expensive round trip First Class flights to Chicago are from Los Angeles.
See prices from:

What airlines fly First Class to Chicago?

United Airlines is the most popular airline offering First Class flights to Chicago, with 38% 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 3 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 $95First ClassRating
8.0
8.2

Boarding

7.9

Comfort

8.5

Crew

7.9

Entertainment

7.3

Food

Reviews

1 / 10
We were the last to board for some reason and there was not enough space for our carry on
Search Delta flights
United AirlinesPriceFrom $97First ClassRating
7.4
7.7

Boarding

7.3

Comfort

8.1

Crew

7.0

Entertainment

6.6

Food

Reviews

1 / 10
Mostly friendly employees, choice of snacks and beverages. Although on one of the flights there was only one snack left out of three.
Search United Airlines flights
American AirlinesPriceFrom $136First ClassRating
7.2
7.5

Boarding

7.2

Comfort

8.0

Crew

6.9

Entertainment

6.5

Food

Reviews

1 / 10
Great
Search American Airlines flights

    About First Class Flights to Chicago

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

    Fastest flight time

    2h 17m

    Closest Airport

    Chicago Midway

    Most Popular Airline

    Delta
    The quickest First Class flight you can catch to Chicago takes 2h 17m, which departs from Baltimore/Washington to Chicago O'Hare Intl.
    The nearest airport for all arrivals to Chicago is Chicago Midway. First Class flyers can expect to travel 8.6 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 8.0/10. There are 3 airlines in total servicing this route with First Class options.

    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.

    How long does it take to fly to Chicago?

    While the flight duration may vary for First Class travelers depending on the departure and arrival airports, here are some average flight times from popular locations you might be interested in:

    Baltimore to Chicago: 1 hour 59 minutes
    Tampa to Chicago: 2 hours 50 minutes
    West Palm Beach to Chicago: 3 hours 7 minutes
    Miami to Chicago: 3 hours 18 minutes
    New York to Chicago: 2 hours 21 minutes
    Dallas/Fort Worth Airport to Chicago: 2 hours 33 minutes
    Denver to Chicago: 2 hours 40 minutes
    Boston to Chicago: 2 hours 41 minutes

    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?

    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.


    An easier way to manage your Chicago trip

    We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

    Get notified when prices go down

    Daily price changes in your inbox - only with Price Alerts.
    1 adult
    Tue 7/22
    Tue 7/29

    Find better results for your trip to Chicago

    Airports near Chicago

    Airports listed have a maximum distance of 79.0 mi from Chicago