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Cheap flights from Chicago Midway Airport to Bulgaria from $340

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Bulgaria departing on 9/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Bulgaria

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:15 am - 6:00 pmMDW  Chicago Midway-SOF Sofia
25h 45m2 stops Boston Logan Intl Frankfurt am Main
Multiple Airlines Logo
6:20 am - 10:00 pmSOF  Sofia-MDW Chicago Midway
23h 40m2 stops Frankfurt am Main Boston Logan Intl
$1,230Multiple Airlines
Mon, Sep 7 - Fri, Sep 11
Multiple Airlines Logo
8:15 am - 6:00 pmMDW  Chicago Midway-SOF Sofia
25h 45m2 stops Boston Logan Intl Frankfurt am Main
Multiple Airlines Logo
6:20 am - 10:00 pmSOF  Sofia-MDW Chicago Midway
23h 40m2 stops Frankfurt am Main Boston Logan Intl
$7,238Multiple Airlines
Mon, Sep 7 - Fri, Sep 11

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Customize your flight search to find flights from Chicago Midway Airport to Bulgaria that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 17, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Bulgaria that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Mon 9/7

8:15 am-6:00 pm

2 stops25h 45m

Sofia

Fri 9/11

6:20 am-10:00 pm

2 stops23h 40m

$1,230

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Mon 9/7

8:15 am-6:00 pm

2 stops25h 45m

Sofia

Fri 9/11

6:20 am-10:00 pm

2 stops23h 40m

$7,238
Cheapest one-way

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

11:45 am-12:40 am

3 stops52h 55m

$340

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

11:45 am-12:40 am

3 stops52h 55m

$342

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

11:45 am-12:40 am

3 stops52h 55m

$346
Quickest one-way

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

6:25 am-3:00 pm

2 stops24h 35m

$469

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

6:25 am-3:00 pm

2 stops24h 35m

$469

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Tue 9/29

11:45 am-8:40 pm

2 stops24h 55m

$518

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Thu 9/24

3:20 pm-11:10 pm

3 stops47h 50m

$549

ChicagoSofia

MDW Chicago Midway - SOF Sofia

MDWSOF

Chicago Midway

Thu 9/24

6:25 am-3:00 pm

2 stops48h 35m

$645

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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Cheap Chicago Midway Airport to Bulgaria flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Bulgaria

Best Price Found

$340

Fastest flight time

23h 45m

Direct flights

None
The best one-way flight to Bulgaria from Chicago Midway Airport in the past 72 hours is $340. The best round-trip flight deal from Chicago Midway Airport to Bulgaria found on momondo in the last 72 hours is $1,230.
The fastest flight from Chicago Midway Airport to Bulgaria takes 23h 45m
There are no direct flights from Chicago Midway Airport to Bulgaria. There are no popular flight routes from Chicago Midway Airport to Bulgaria.
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Frequently asked questions about flying from Chicago Midway Airport to Bulgaria

  • When did momondo last update prices for flights from Chicago Midway Airport to Bulgaria?

    Prices for flights from Chicago Midway Airport to Bulgaria were last updated today.

  • How old do you have to be to fly from Chicago Midway Airport to Bulgaria?

    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 Chicago Midway Airport to Bulgaria.

  • What documentation or ID do you need to fly to Bulgaria?

    The required travel and health documents for your Bulgaria trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Bulgaria. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Frequently asked questions about flying from Chicago Midway Airport to Bulgaria

  • How do I get Price Alerts for flights from Chicago Midway Airport to Bulgaria?

    Search flight deals from Chicago Midway Airport to Bulgaria. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Chicago Midway Airport to Bulgaria with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Bulgaria?

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 Bulgaria from Chicago.

Can I find flights from Chicago to Bulgaria with flexible booking policies on momondo?

Flights from Chicago to Bulgaria 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 flights from Chicago to Bulgaria?

momondo helps you find the best flight between Chicago and Bulgaria 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 Chicago to Bulgaria right now. Can momondo alert me if prices change?

Price alerts on flights to Bulgaria from 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.

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Wed 9/16
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