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First Class Flights to Chicago in 2024

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Tue 5/14
Tue 5/21

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Chicago First Class round-trip flight deals

Check out some of the best First Class round trip airfares going from the United States to Chicago found recently by users on momondo.
American Airlines
Jun 15
LGA6:30 amNew York LaGuardia
26h 00m
1 stop
ORD7:30 amChicago O'Hare Intl
Jun 16
ORD10:08 amChicago O'Hare Intl
2h 12m
LGA1:20 pmNew York LaGuardia
Delta
Jul 22
JFK6:20 pmNew York John F Kennedy Intl
3h 01m
ORD8:21 pmChicago O'Hare Intl
Aug 12
ORD6:10 pmChicago O'Hare Intl
2h 47m
JFK9:57 pmNew York John F Kennedy Intl
United Airlines
Jul 3
BOS6:00 amBoston Logan Intl
2h 50m
ORD7:50 amChicago O'Hare Intl
Jul 8
ORD9:10 pmChicago O'Hare Intl
2h 35m
BOS12:45 amBoston Logan Intl
Delta
Jun 15
JFK3:29 pmNew York John F Kennedy Intl
2h 58m
ORD5:27 pmChicago O'Hare Intl
Jul 23
ORD7:10 amChicago O'Hare Intl
2h 14m
JFK10:24 amNew York John F Kennedy Intl
American Airlines
May 29
SEA11:59 pmSeattle/Tacoma Intl
4h 12m
ORD6:11 amChicago O'Hare Intl
Jun 5
ORD7:08 pmChicago O'Hare Intl
4h 49m
SEA9:57 pmSeattle/Tacoma Intl
United Airlines
Jun 10
BOS8:16 pmBoston Logan Intl
2h 44m
ORD10:00 pmChicago O'Hare Intl
Jun 14
ORD9:45 pmChicago O'Hare Intl
2h 35m
BOS1:20 amBoston Logan Intl

Search for Chicago First Class one way flight deals

Toggle between options to view the best deals for you on First Class one-way flight tickets departing to Chicago from the United States
Delta
Jun 1
JFK6:20 pmNew York John F Kennedy Intl
2h 51m
ORD8:11 pmChicago O'Hare Intl
United Airlines
Jun 5
BOS6:00 amBoston Logan Intl
2h 50m
ORD7:50 amChicago O'Hare Intl
American Airlines
Jun 2
BOS5:25 amBoston Logan Intl
2h 52m
ORD7:17 amChicago O'Hare Intl
Delta
Jun 13
BOS7:35 amBoston Logan Intl
2h 52m
ORD9:27 amChicago O'Hare Intl
United Airlines
Jun 5
BOS5:45 amBoston Logan Intl
4h 50m
1 stop
ORD9:35 amChicago O'Hare Intl
Delta
Jun 2
JFK8:35 amNew York John F Kennedy Intl
2h 42m
ORD10:17 amChicago O'Hare Intl

When to book First Class flights to Chicago

Check out the information below to find the best First Class deal for your trip to Chicago
Low SeasonOctobercheapest month to fly
High SeasonFebruarymost expensive time to fly
24%expected price decrease
27%expected price increase

Price

$1,001 - $1,812

Highest day of weekSaturdayis the most expensive day of the week to book
Cheapest day of weekMondayis the cheapest day of the week to book
$2,461is the average cost per First Class ticket on this day
$394is the average cost per First Class ticket on this day
Cheapest time to book30 daysis how far in advance you should book your First Class seat to Chicago to get the cheapest price

Popular Airlines for First Class Flights to Chicago

Book reliable First Class tickets to Chicago from top-rated airlines
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

The flight crew was good and the boarding process was good. The airplane was way too small. I bumped my head trying to store my backpack on the overhead bin. It really hurt!

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

Anna (sp?) was our first class flight attendant and she was FANTASTIC. Honestly, the best flight attendant I can remember having. Ever. The flight was cold and no one asked for blankets but she immediately got some and offered them to us. She was around quite often to see if we needed more water or anything and went out of her way to be kind when I had an embarrassing moment (a man failed to lock the bathroom door and I went to use it) when she could've pretended like she didn't see it. I wish Anna was on every flight!

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

Actually no food or entertainment, but “N/A” not an option. Gate agent at dfw was great - funny, efficient, effective. However, what’s with the gate changes back and forth *to other terminals*? That was serious schlepping involving trains and long, long walks. Making the trek 3 times? That’s BS. Get your ops, ramp and dispatch talking.

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 29m

    Closest Airport

    Chicago Midway

    Most Popular Airline

    Delta
    The quickest First Class flight you can catch to Chicago takes 2h 29m, which departs from Newark 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.

    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.


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    Tue 5/14
    Tue 5/21
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    Find better results for your stay in Chicago

    Airports near Chicago
    Airports listed have a maximum distance of 79.0 mi from Chicago