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209 € Cheap Flights from Ontario International to Chicago Midway

Compare Ontario International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from Ontario International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Ontario International Airport to Chicago Midway Airport? If you want to travel next month, return fares start from 209 €. Find the lowest prices on one-way and return tickets right here.
Chicago.209 € per passenger.Departing Tue, 17 Nov, returning Wed, 2 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Tue, 17 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 2 Dec, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Sat, 26 Sep, returning Wed, 30 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Sat, 26 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 30 Sep, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Mon, 17 Aug, returning Mon, 24 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Mon, 17 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 24 Aug, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Wed, 2 Dec, returning Mon, 7 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Wed, 2 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 7 Dec, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Mon, 28 Sep, returning Thu, 1 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Mon, 28 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 1 Oct, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Thu, 12 Nov, returning Mon, 16 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Thu, 12 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 16 Nov, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Mon, 5 Oct, returning Thu, 8 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Mon, 5 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 8 Oct, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Wed, 9 Sep, returning Tue, 10 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Wed, 9 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 10 Nov, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Mon, 31 Aug, returning Tue, 1 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Mon, 31 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 1 Sep, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.209 € per passenger.Departing Thu, 29 Oct, returning Tue, 3 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Thu, 29 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 3 Nov, arriving in Ontario International.Price includes taxes and charges.From 209 €, select.
Chicago.258 € per passenger.Departing Wed, 16 Dec, returning Wed, 6 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Wed, 16 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 6 Jan, arriving in Ontario International.Price includes taxes and charges.From 258 €, select.
Chicago.283 € per passenger.Departing Wed, 25 Nov, returning Mon, 1 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Wed, 25 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 1 Mar, arriving in Ontario International.Price includes taxes and charges.From 283 €, select.
Chicago.308 € per passenger.Departing Sat, 13 Mar, returning Tue, 16 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Sat, 13 Mar, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 16 Mar, arriving in Ontario International.Price includes taxes and charges.From 308 €, select.
Chicago.308 € per passenger.Departing Wed, 6 Jan, returning Wed, 13 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Wed, 6 Jan, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 13 Jan, arriving in Ontario International.Price includes taxes and charges.From 308 €, select.
Chicago.333 € per passenger.Departing Fri, 12 Feb, returning Wed, 17 Feb.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from Ontario International on Fri, 12 Feb, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Wed, 17 Feb, arriving in Ontario International.Price includes taxes and charges.From 333 €, select.
Chicago.349 € per passenger.Departing Fri, 5 Feb, returning Tue, 9 Feb.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Ontario International on Fri, 5 Feb, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 9 Feb, arriving in Ontario International.Price includes taxes and charges.From 349 €, select.

Find the cheapest month to fly from Ontario International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Ontario International to Chicago Midway flights are currently cheapest in August.
Jul
from 482 €
Aug
from 209 €
Sep
from 209 €
Oct
from 209 €
Nov
from 209 €
Dec
from 209 €
Jan
from 308 €
Feb
from 333 €
Mar
from 308 €
Apr
from 443 €
May
from 375 €
Jun
Find prices

Direct flights from Ontario International to Chicago Midway

Ontario International to Chicago Midway: Alternative routes

Compare routes from Ontario International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
Closest
from 209 €
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from 160 €
Search flights

Chicago Rockford

127km from central Chicago
from 251 €
Search flights

Ontario to Chicago: Flight information

The things to know before you go.
Cheapest flight found209 €
Cheapest month to flySeptember
Average flight time3 hrs, 46 mins
Most popular airlineSouthwest Airlines
Average flights per week9

Finding cheap flights from Ontario International to Chicago Midway: Frequently asked questions

The best price we found for a return flight from Ontario International to Chicago Midway is 209 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
3 hours and 46 minutes is the average flight time from Ontario International to Chicago Midway.
Southwest Airlines flies direct from Ontario International to Chicago Midway.
As of July 2026, there are 9 flights per week flying from Ontario International to Chicago Midway.
The cheapest month to fly from Ontario International to Chicago Midway is usually September.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Ontario International Airport to Chicago Midway Airport on Saturday, 26 September 2026.
Yes – the average flight time is 3 hours and 46 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Currently, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

Flying from Ontario International Airport (ONT) to Chicago Midway Airport (MDW): what you need to know

  • The average duration of a direct flight from Ontario International Airport to Chicago Midway Airport is 3 hours 45 minutes.

  • Chicago is two hours ahead of Ontario and observes the UTC-6 timezone.

  • You can choose from four weekly Ontario International Airport to Chicago Midway Airport flights. The 05:00 departure with Southwest Airlines is the earliest available. Southwest Airlines operates the last service of the day at 12:30.

  • To ensure you get on your ONT to MDW flight, leave enough time to check in and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the general rule.

  • During popular months like July, you'll want to get to the airport earlier than normal. Arrive two hours before domestic departures and four hours ahead for international flights whenever you're travelling during a high season in general.

  • Southwest Airlines has direct flights from Ontario International Airport to Chicago Midway Airport. Book with this popular carrier, then get ready to see the sights in Chicago — and maybe even more of the United States if time allows.

  • The airline most travellers prefer to fly with on this route is Southwest Airlines.

  • With a reliable 84.62% of services arriving as planned, Southwest Airlines is the most punctual carrier offering ONT to MDW flights.

  • If you'd like to break up your flight, just deselect 'Direct flights only' when searching for your ticket from Ontario International Airport to Chicago Midway Airport. These are the most popular stopovers between ONT and MDW:

    • Denver International Airport

    • Phoenix Sky Harbour Airport

    • Harry Reid International Airport

How to find the cheapest flights from Ontario International Airport (ONT) to Chicago Midway Airport (MDW)

  • Right now, 104 € is the lowest price we've found for a one-way Ontario International Airport to Chicago Midway Airport flight. The best price for a return ticket is 209 €. Bear in mind that fares may change due to availability when booking.

  • Don't leave things to the last moment. You're more likely to find cheap tickets from ONT to MDW if you book in advance. Airlines often have some fantastic early bird deals.

  • The cheapest month for flights from Ontario International Airport to Chicago Midway Airport is May. Use the 'Whole month' tool to find the lowest prices if you have flexible travel dates.

  • Spend less time searching for cheap flights from ONT to MDW by setting up a Price Alert. We'll send you an email or notification on the app when a lower fare pops up.

  • Tailor your flights using filters. Choose your arrival and departure times, airlines and total journey duration. You can also sort results by 'Best,' 'Cheapest' or 'Fastest' flights from Ontario International Airport to Chicago Midway Airport.

Handy information about Ontario International Airport (ONT)

  • ONT's address is 2900 E. Airport Drive.

  • Ontario International Airport earns top marks for on-time performance. 83% of flights that take off from ONT arrive at their destination without delay.

  • To get to Ontario International Airport from central Ontario, it takes around 15 minutes if you're planning to drive. This depends on traffic though. It's approximately 10 kilometres from the airport to the city centre.

  • Expect a journey time of about 45 minutes on public transport.

  • Catching an early flight from Ontario International Airport to Chicago Midway Airport? Avoid the stress of rushing to the terminal (and catch some extra z's) by choosing one of these hotels close to ONT:

Arriving at Chicago Midway Airport (MDW)

Getting from Chicago Midway Airport (MDW) to central Chicago

  • MDW is located at 5700 South Cicero.

  • Chicago Midway Airport to central Chicago has a drive time of around 25 minutes. It's approximately 16 kilometres away.

  • Travelling to the centre on public transport will take you around 30 minutes.

When to fly to Chicago Midway Airport (MDW)

  • It's time to plan your travel dates for your flight from Ontario International Airport to Chicago Midway Airport. July is the most popular month to head to Chicago. If you want a more relaxed vibe, go in December.

  • The warmest month in Chicago is July, with temperatures ranging between 16ºC (61ºF) and 28ºC (82ºF). Lock in your flights from Ontario International Airport to Chicago Midway Airport in this month if this is the kind of weather you like.

  • If you want cooler conditions, search for a cheap ticket from ONT to MDW in January. Temperatures average between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of the United States

  • You've done Chicago, now it's time to discover other corners of the United States. Journey about 451 kilometres south-east to Columbus to tick off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, there's plenty to keep you busy.

  • If you're eager to discover another corner of the United States, consider Indianapolis, about 257 kilometres south-east of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key reasons to visit.

Plan the rest of your trip from Ontario to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.