$377 Cheap Flights from Bloomington (BMI) to Chicago (MDW)

View $377 flight on Wed, Feb 4, 2026Opens in a new window

Popular airlines from Bloomington, IL (BMI-Central Illinois Regional) to Chicago Midway Airport (MDW)

Cheap Flights from Bloomington to Chicago (BMI-MDW)

Prices were available within the past 7 days and start at $377 for one-way flights and $639 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 3 - Tue, Dec 9
BMI
Bloomington
MDW
Chicago
$639 Roundtrip, found 1 day ago
$639
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Bloomington to Chicago, returning Tue, Dec 9, priced at $639 found 1 day ago
Delta
Fri, Oct 31 - Thu, Nov 6
BMI
Bloomington
MDW
Chicago
$655 Roundtrip, found 4 days ago
$655
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Oct 31 from Bloomington to Chicago, returning Thu, Nov 6, priced at $655 found 4 days ago
Delta
Fri, Oct 31 - Sat, Nov 8
BMI
Bloomington
MDW
Chicago
$682 Roundtrip, found 4 days ago
$682
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Oct 31 from Bloomington to Chicago, returning Sat, Nov 8, priced at $682 found 4 days ago
Delta
Wed, Dec 3 - Fri, Dec 12
BMI
Bloomington
MDW
Chicago
$700 Roundtrip, found 1 day ago
$700
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 3 from Bloomington to Chicago, returning Fri, Dec 12, priced at $700 found 1 day ago
Delta
Fri, Oct 31 - Fri, Nov 7
BMI
Bloomington
MDW
Chicago
$713 Roundtrip, found 4 days ago
$713
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Oct 31 from Bloomington to Chicago, returning Fri, Nov 7, priced at $713 found 4 days ago
Delta
Sun, Dec 7 - Sun, Dec 14
BMI
Bloomington
MDW
Chicago
$761 Roundtrip, found 1 day ago
$761
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Dec 7 from Bloomington to Chicago, returning Sun, Dec 14, priced at $761 found 1 day ago
Delta
Sat, Nov 1 - Thu, Nov 6
BMI
Bloomington
MDW
Chicago
$777 Roundtrip, found 4 days ago
$777
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Nov 1 from Bloomington to Chicago, returning Thu, Nov 6, priced at $777 found 4 days ago
Delta
Fri, Dec 5 - Sun, Dec 7
BMI
Bloomington
MDW
Chicago
$783 Roundtrip, found 1 day ago
$783
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 5 from Bloomington to Chicago, returning Sun, Dec 7, priced at $783 found 1 day ago
Delta
Wed, Feb 4 - Thu, Feb 5
BMI
Bloomington
MDW
Chicago
$793 Roundtrip, found 6 days ago
$793
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Feb 4 from Bloomington to Chicago, returning Thu, Feb 5, priced at $793 found 6 days ago
Delta
Mon, Dec 8 - Tue, Dec 9
BMI
Bloomington
MDW
Chicago
$797 Roundtrip, found 1 day ago
$797
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 8 from Bloomington to Chicago, returning Tue, Dec 9, priced at $797 found 1 day ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $474
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $474

Frequently asked questions

How much does a flight from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight from $377 or cheap return flight from $639 from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW)?
December is the most affordable month to fly from BMI to MDW. Traveling during quieter months is often the key to landing a great deal.
What is the cheapest airline that flies from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest BMI to MDW flight.
How many flights per day from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW)?
Direct flights from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from BMI to MDW?
Typically you'll find the most flight options available on a Friday. Tuesdays are often the quietest.* But this can vary depending on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW)?
Choose a flight from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the likelihood of delays. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Central Illinois Regional Airport (BMI)?
If you've booked a direct flight from Central Illinois Regional Airport (BMI) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your trip to book a ticket from BMI to MDW often results in higher prices. Although you may find some last-minute discounts, there's no guarantee. Be flexible with your itinerary for the best chance of scoring a bargain.
Is it cheaper to book a BMI to MDW flight and hotel package?
You'll generally save money by securing a BMI to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. After choosing your ideal flights and accommodations, consider adding extras including activities, tours and car rentals.
Can I cancel or change the date of my flight from Central Illinois Regional Airport (BMI) to Midway Intl. Airport (MDW)?
If you reserved your BMI to MDW flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you want more information.

Travel information

Origin airport
Central Illinois Regional
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$639
Distance
108 mi

Book with confidence

Bloomington to Chicago Flights

The cheapest times to fly from Bloomington to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Bloomington to Chicago are during the month of December. You can find some of the cheapest flights from Bloomington to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Bloomington to Chicago

Sunday is one of the best days to book for cheap flights from Bloomington to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Bloomington to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Bloomington to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $377 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Bloomington to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Bloomington to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Bloomington to Chicago Flights

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*Available to One Key members.