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First Class Flights to Chicago in 2024

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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.
Delta
Oct 15
JFK8:05 amNew York John F Kennedy Intl
2h 49m
ORD9:54 amChicago O'Hare Intl
Oct 22
ORD7:05 amChicago O'Hare Intl
2h 16m
JFK10:21 amNew York John F Kennedy Intl
American Airlines
Sep 30
EWR10:30 amNewark
2h 30m
ORD12:00 pmChicago O'Hare Intl
Oct 3
ORD6:58 amChicago O'Hare Intl
2h 05m
EWR10:03 amNewark
United Airlines
Oct 19
BOS8:00 amBoston Logan Intl
2h 49m
ORD9:49 amChicago O'Hare Intl
Oct 26
ORD6:28 pmChicago O'Hare Intl
2h 32m
BOS10:00 pmBoston Logan Intl
Delta
Dec 4
JFK3:00 pmNew York John F Kennedy Intl
2h 48m
ORD4:48 pmChicago O'Hare Intl
Jan 4
ORD6:15 pmChicago O'Hare Intl
2h 43m
JFK9:58 pmNew York John F Kennedy Intl
American Airlines
Oct 1
BOS2:13 pmBoston Logan Intl
2h 52m
ORD4:05 pmChicago O'Hare Intl
Oct 4
ORD8:25 pmChicago O'Hare Intl
2h 29m
BOS11:54 pmBoston Logan Intl
United Airlines
Feb 4
BOS9:30 amBoston Logan Intl
2h 58m
ORD11:28 amChicago O'Hare Intl
Feb 12
ORD7:30 amChicago O'Hare Intl
2h 26m
BOS10:56 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
American Airlines
Oct 8
EWR6:58 amNewark
2h 39m
ORD8:37 amChicago O'Hare Intl
Delta
Oct 8
LGA8:59 pmNew York LaGuardia
2h 43m
ORD10:42 pmChicago O'Hare Intl
United Airlines
Nov 12
BOS10:45 amBoston Logan Intl
2h 56m
ORD12:41 pmChicago O'Hare Intl
Alaska Airlines
Nov 5
LAX9:28 amLos Angeles
12h 31m
2 stops
ORD11:59 pmChicago O'Hare Intl
Delta
Nov 7
LGA6:00 amNew York LaGuardia
2h 35m
ORD7:35 amChicago O'Hare Intl
American Airlines
Sep 29
BOS5:33 amBoston Logan Intl
2h 53m
ORD7:26 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 SeasonJanuarymost expensive time to fly
24%expected price decrease
22%expected price increase

Price

$1,017 - $1,713

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
$1,347is the average cost per First Class ticket on this day
$394is the average cost per First Class ticket on this day

Popular Airlines for First Class Flights to Chicago

Book reliable First Class tickets to Chicago from top-rated airlines
AirlineRatingFirst ClassPrice
DeltaPriceFrom $98First ClassRating
8.0
8.2

Boarding

7.9

Comfort

8.6

Crew

8.0

Entertainment

7.4

Food

Reviews

1 / 10

HORRIBLE! We were told the plane was overweight then told we could get $2000 for getting off the plane. I got off the plane but later was told the $2000 was not going to happen. What a bunch of idiots!

Search Delta flights
United AirlinesPriceFrom $115First ClassRating
7.4
7.7

Boarding

7.2

Comfort

8.1

Crew

7.1

Entertainment

6.7

Food

Reviews

1 / 10

Forced to check my tiny carry on. Then the whole flight had to wait 2.5 hours for our bags to arrive, with no one to tell us what was going on. Never mind the three consecutive delays during the layover, and 3 separate delays on the tarmac.

Search United Airlines flights
American AirlinesPriceFrom $126First ClassRating
7.3
7.6

Boarding

7.2

Comfort

8.0

Crew

7.0

Entertainment

6.6

Food

Reviews

1 / 10

Great. Connecting from Dallas was an excellent route.

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 Dallas/Fort Worth 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:

    Boston to Chicago: 2 hours 39 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.


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    Find better results for your trip to Chicago

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