Cheap flights from Hawaii to Chicago from $233
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Chicago departing on 9/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Southwest flights from Hawaii to Chicago Midway Airport
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Delta flights from Hawaii to Chicago Midway Airport
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How to get the cheapest flight ticket from Hawaii to Chicago Midway Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest day to depart on your flight to Chicago Midway Airport?
According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Hawaii. The lowest ticket price found for a Tuesday departure recently was $617. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Hawaii because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,096.
What is the cheapest time of day to depart on your flight to Chicago Midway Airport?
Flying to Chicago Midway Airport from Hawaii at noon is the least expensive time of day to depart. momondo users have found prices as low as $591 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $972. Of course, these prices can vary depending on the time of year and what airport you fly to.
Cheap Hawaii to Chicago Midway Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Hawaii to Chicago Midway Airport
When did momondo last update prices for flights from Hawaii to Chicago Midway Airport?
Prices for flights from Hawaii to Chicago Midway Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Hawaii to Chicago Midway Airport?
There are 2 operators available for flights from Hawaii to Chicago Midway Airport as of July 2025.
How old do you have to be to fly from Hawaii to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
Best airlines flying from Hawaii to Chicago Midway Airport
Compare and see reviews for airlines that fly from Hawaii to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $421 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $606 | Free Cancellation | Rating 8.0 4,270 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Hawaii to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Hawaii.
Can I find flights from Hawaii to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Hawaii which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Hawaii to Chicago?
momondo helps you find the best flight between Hawaii and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Hawaii to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Hawaii and alert you when they change.