Cheap flights from Baltimore to Chicago from $144 BWI → MDW, ORD

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $72 to $252.

At $253, the cheapest return found recently is above that range.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other 4-night return fares leaving within 3 days of 10 Feb 2027 to compare.

Every date we hold

73 fares on 7 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $190.

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $30 to $123.

At $144, the cheapest one-way found recently is above that range.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other one-way fares leaving within 3 days of 6 Dec to compare.

Every date we hold

9 fares on 8 departure dates

Which month looks cheapest?

February 2027 is the cheapest month — from $86.

Return

Fares 14 to 29 days before departure were typically 59% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

One-way

Fares 30 to 59 days before departure were typically 56% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

How much is a return flight from Baltimore to Chicago?

The cheapest return found recently is $253 with Frontier Airlines, 10 Feb 2027 to 14 Feb 2027, found 2 days ago. The cheapest return we hold, of any age, is $190 with Frontier Airlines, 4 Dec to 6 Dec, found 4 days ago. The cheapest return fare on each of 7 departure dates is usually $234 to $323.

How much is a one-way flight from Baltimore to Chicago?

The cheapest one-way found recently is $144 with Frontier Airlines, 6 Dec, found 2 days ago. The cheapest one-way we hold, of any age, is $86 with Frontier Airlines, 10 Feb 2027, found 5 days ago. The cheapest one-way fare on each of 8 departure dates is usually $135 to $221.

What is the cheapest month to fly from Baltimore to Chicago?

December 2026 is the cheapest month for a return, from $190, 4 Dec to 6 Dec, found 4 days ago. February 2027 is the cheapest month for a one-way, from $86, 10 Feb 2027, found 5 days ago.

How far ahead should I book a flight from Baltimore to Chicago?

In 49 days of prices between 24 Sept and 11 Nov, return fares 14 to 29 days before departure were typically 59% lower than 0 to 6 days before departure. One-way fares 30 to 59 days before departure were typically 56% lower than 0 to 6 days before departure.

Is there a direct flight from Baltimore to Chicago?

Yes, the cheapest nonstop return found recently is $418 with Southwest Airlines, 10 Feb 2027 to 14 Feb 2027, found 2 days ago. The cheapest nonstop one-way found recently is $205 with Southwest Airlines, 15 May 2027, found 3 days ago.

How long is the flight from Baltimore to Chicago?

The cheapest nonstop one-way found recently, with Southwest Airlines on 15 May 2027, takes 2 h from Baltimore/Wash International Thurgood Marshall Airport (BWI) to Chicago Midway International Airport (MDW). The cheapest one-way found recently, with Frontier Airlines on 6 Dec, takes 11 h 6 min with 1 stop.

Which airlines have the cheapest flights from Baltimore to Chicago?

Between 20 Nov and 18 May 2027, Frontier Airlines has the cheapest return on 6 of the 7 departure dates we hold, and Southwest Airlines on 1. Between 29 Nov and 15 May 2027, Frontier Airlines has the cheapest one-way on 4 of the 8 departure dates we hold, Southwest Airlines on 3 and Sun Country Airlines on 1.