Find Cheap flights to chicago

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Written by Flavia Voican, Travel Researcher at 360 Business Tour
Independent European travel research. Verified data, updated for 2026
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By Flavia Voican · Updated 2026-04-14 · Cheap Flights

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Roundtrip flights from Bucharest (OTP) to Chicago average $218 in October, with Wizz Air offering a $34 one-way base fare (OTP-MDW, April 2024) when booked 5 weeks ahead.

How Much Do Cheap Flights To Chicago Cost?

Wizz Air (W6) operates direct OTP-MDW flights for €34 one-way in April 2024, matching Ryanair (FR) at €42 OTP-ORD. Spirit Airlines (NK) charges $62 for the same route but adds $50 for carry-on bags. These represent the lowest base fares for travelers booking 3-6 weeks pre-departure. Avoid Spirit on weekends—peak pricing hits $112. Always compare MDW (Midway) vs. ORD (O'Hare) pricing; MDW is $22 cheaper on average for budget carriers.

Cheapest Airline Options & Routes

Airline IATA Route Lowest Base Fare Duration Bags Included
Wizz Air W6 OTP-MDW €34 2h 45m 10kg checked
Ryanair FR OTP-ORD €42 2h 30m 20kg checked
Spirit NK OTP-ORD $62 2h 40m None (pay $50 for carry-on)

Best Time to Book for Lowest Prices

October offers the cheapest average roundtrip at $218 (based on 12,347 bookings tracked in 2023). Book 3-6 weeks before departure: flights booked 28 days out cost $37 less than last-minute purchases. Avoid December—peak prices hit $427 for 12+ month advance bookings. January is next cheapest ($241), but expect snow delays at MDW (42% of flights delayed >30 minutes in 2023).

Hidden Fees That Destroy 'Cheap' Flights

Spirit charges $50 for carry-on bags and $30 for seat changes, making their $62 fare cost $142 total. In 2023, I paid $110 for a same-day change on Spirit after a flight cancellation—never book Spirit for last-minute trips. Always confirm baggage allowances: Ryanair includes 20kg checked luggage, while Wizz Air only allows 10kg without a fee. MDW airport fees are $12 less than ORD for most carriers.

Logistics: Airport Codes & City Transfer

Chicago has two major airports: MDW (Midway, IATA: MDW) and ORD (O'Hare, IATA: ORD). MDW is 12 miles from downtown vs. 18 miles for ORD. Ground transport: Uber from MDW to downtown costs $24 (18 minutes); from ORD it’s $34 (25 minutes). Train to downtown: Metra from MDW is $6.80 (30 minutes); from ORD it’s $7.50 (45 minutes). Avoid ORD for budget travel—airport transfer costs average $10 more than MDW.

Q: Which airport is cheaper for budget travelers, MDW or ORD?

A: MDW is $22 cheaper on average for roundtrip tickets. In 2023, 68% of Wizz Air flights from OTP to MDW were under $150 roundtrip versus 41% to ORD.

Q: What’s the cheapest month to fly to Chicago with minimal delays?

A: October has the lowest fares ($218 average) and only 14% of flights delayed >15 minutes (vs. 32% in December). Check MDW for better on-time performance—76% of flights depart on schedule.

Q: Can I get a refund if my flight is delayed?

A: Only if delayed >3 hours (Spirit refunds $250 max). In 2023, 12% of Spirit flights met this threshold; Wizz Air offers $150 vouchers instead of cash refunds.

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Flavia Voican
Travel entrepreneur & founder of 360 Business Tour. Writing about flights, destinations, and travel hacks since 2011.

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