App
Customer Support
USD
Find Bookings
Trip.com
>
Cheap Flights
>
United States
>
Hawaiian Airlines
>
Hawaiian Airlines Flights to Chicago (CHI)
Worldwide Coverage
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Secure Payment
Convenient & reliable booking and payment system
HA

Hawaiian Airlines Flights to Chicago

  • One way
  • Round-trip
      • Cheapest nonstop
        SFO12:33
        4h 26m
        Direct
        ORD18:59
        Hawaiian Airlines|San Francisco - Chicago|Tue, Jun 10
        US$108US$539
        80% OFF
        80% OFF
        US$539US$108

        Choose Hawaiian Airlines flights from San Francisco to Chicago. The one-way direct flight with Hawaiian Airlines departs from San Francisco Intl. Airport on Tue, Jun 10, arriving at O'Hare Intl. Airport. One-way Prices start from US$108 including taxes and charges.

      • SEA08:30
        4h 18m
        Direct
        ORD14:48
        Hawaiian Airlines|Seattle - Chicago|Mon, Apr 28
        US$322US$539
        40% OFF
        40% OFF
        US$539US$322

        Choose Hawaiian Airlines flights from Seattle to Chicago. The one-way direct flight with Hawaiian Airlines departs from Seattle Tacoma Intl. Airport on Mon, Apr 28, arriving at O'Hare Intl. Airport. One-way Prices start from US$322 including taxes and charges.

      • LAX18:45
        8h 55m
        1 stop
        ORD05:40
        Hawaiian Airlines|Los Angeles - Chicago|Sat, May 24
        US$110US$539
        80% OFF
        80% OFF
        US$539US$110

        Choose Hawaiian Airlines flights from Los Angeles to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Los Angeles Intl. Airport on Sat, May 24, arriving at O'Hare Intl. Airport. One-way Prices start from US$110 including taxes and charges.

      • ONT19:20
        8h 20m
        1 stop
        ORD05:40
        Hawaiian Airlines|Ontario - Chicago|Tue, Jun 10
        US$115
        US$115

        Choose Hawaiian Airlines flights from Ontario to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Ontario International Airport on Tue, Jun 10, arriving at O'Hare Intl. Airport. One-way Prices start from US$115 including taxes and charges.

      • PHX06:00
        10h 55m
        1 stop
        ORD18:55
        Hawaiian Airlines|Phoenix - Chicago|Tue, Jun 10
        US$115
        US$115

        Choose Hawaiian Airlines flights from Phoenix to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Phoenix Sky Harbor International Airport on Tue, Jun 10, arriving at O'Hare Intl. Airport. One-way Prices start from US$115 including taxes and charges.

      • PSC19:27
        8h 13m
        1 stop
        ORD05:40
        Hawaiian Airlines|Pasco - Chicago|Tue, Jun 10
        US$220
        US$220

        Choose Hawaiian Airlines flights from Pasco to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Tri Cities Airport on Tue, Jun 10, arriving at O'Hare Intl. Airport. One-way Prices start from US$220 including taxes and charges.

      • GEG06:00
        10h 55m
        1 stop
        ORD18:55
        Hawaiian Airlines|Spokane - Chicago|Tue, Jun 10
        US$236
        US$236

        Choose Hawaiian Airlines flights from Spokane to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Spokane International Airport on Tue, Jun 10, arriving at O'Hare Intl. Airport. One-way Prices start from US$236 including taxes and charges.

      • SJC18:00
        9h 40m
        1 stop
        ORD05:40
        Hawaiian Airlines|San Jose - Chicago|Sat, May 24
        US$247
        US$247

        Choose Hawaiian Airlines flights from San Jose to Chicago. The one-way connecting flight with Hawaiian Airlines departs from SJ International Airport on Sat, May 24, arriving at O'Hare Intl. Airport. One-way Prices start from US$247 including taxes and charges.

      • SMF08:27
        8h 28m
        1 stop
        ORD18:55
        Hawaiian Airlines|Sacramento - Chicago|Sat, May 17
        US$252
        US$252

        Choose Hawaiian Airlines flights from Sacramento to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Sacramento International Airport on Sat, May 17, arriving at O'Hare Intl. Airport. One-way Prices start from US$252 including taxes and charges.

      • SJD19:28
        21h 31m
        1 stop
        ORD18:59
        Hawaiian Airlines|San Jose del Cabo - Chicago|Mon, May 19
        US$369
        US$369

        Choose Hawaiian Airlines flights from San Jose del Cabo to Chicago. The one-way connecting flight with Hawaiian Airlines departs from Los Cabos International Airport on Mon, May 19, arriving at O'Hare Intl. Airport. One-way Prices start from US$369 including taxes and charges.

      • CMH1:00 PM
        3h 5m
        Direct
        CHI2:00 PM
        Hawaiian Airlines|Columbus - Chicago|Sun, May 4
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly to Chicago with Hawaiian Airlines?

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

There are 2 airports in Chicago. Find the most suitable Hawaiian Airlines flights to Chicago.

  • 24.74 km from central ChicagoCheapest
    O'Hare Intl. Airport
    Tickets From
    US$108
  • 12.76 km from central ChicagoClosest
    Midway International Airport
    Tickets From
    US$219

About Hawaiian Airlines

Airline Name
Hawaiian Airlines
Airline Code
HA
Airline Type
Full Service Carrier (FSC)
Popular Countries Hawaiian Airlines Flies to:
China, Philippines and United States
Popular Hawaiian Airlines Arrival Cities
Popular Hawaiian Airlines Departure Cities
Based on Trip.com Historical Data

Hawaiian Airlines Flights to Chicago - FAQ

  • Does Hawaiian Airlines have baggage allowance?

    0-1 pieces of luggage are usually permitted for each economy class passenger traveling with Hawaiian Airlines (HA). This information can vary depending on your flight, so be sure to check your itinerary.

  • How long is the flight to Chicago?

    • Approx. 2 hours 15 minutes to fly from Atlanta to Chicago.
    • Approx. 2 hours 32 minutes to fly from Dallas to Chicago.
    • Approx. 2 hours 45 minutes to fly from New York to Chicago.
    • Approx. 3 hours 12 minutes to fly from Orlando to Chicago.

  • How to get cheap flights to Chicago?

    You can book cheaper flights in the following ways:
    • Search for tickets to a city or airport near Chicago.
    • Look up different airlines that have flights to Chicago.
    • Browse different departure dates from the same month.
    • Filter for different departure times from the same day.
    • Check for discount information on various social media sites.
    • Explore deals and discounts on airline websites.

  • What is the most popular month to visit Chicago?

    Understanding peak and off travel seasons to Chicago can help you arrange your travel plans accordingly. The most popular month to visit Chicago is May. The average price of flight tickets to Chicago in May is $362.

  • When are the cheapest flights to Chicago?

    Flight tickets to Chicago are the cheapest in July compared to other months, the average price is $392.

  • How many airports in Chicago?

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare Intl. Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

Contact Us

About

Other Services

Payment Methods
Our Partners
Copyright © 2025 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd.