When did momondo last update prices for flights from Bend/Redmond Airport to Chicago Midway Airport?

Prices for flights from Bend/Redmond Airport to Chicago Midway Airport were last updated today.

How old do you have to be to fly from Bend/Redmond Airport to Chicago Midway Airport?

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 Bend/Redmond Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$144 Cheap Flights from Redmond to Chicago Midway Airport in 2026

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Find the cheapest flights from Redmond to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:41 pm - 9:56 am

RDM

MDW

14h 15m

2 stops

1:22 pm - 10:24 pm

MDW

RDM

11h 02m

2 stops

$331Delta

Mon, May 4 - Sat, May 9

7:20 pm - 8:43 am

RDM

MDW

11h 23m

2 stops

1:22 pm - 11:45 pm

MDW

RDM

12h 23m

2 stops

$349Delta

Thu, May 28 - Mon, Jun 1

5:45 am - 6:36 pm

RDM

MDW

10h 51m

2 stops

1:24 pm - 11:06 pm

MDW

RDM

11h 42m

2 stops

$352Delta

Tue, Apr 28 - Fri, May 1

6:19 am - 6:40 pm

RDM

MDW

10h 21m

2 stops

1:24 pm - 10:28 pm

MDW

RDM

11h 04m

2 stops

$396Delta

Sat, Apr 11 - Sat, Apr 18

7:20 pm - 8:42 am

RDM

MDW

11h 22m

2 stops

1:22 pm - 10:24 pm

MDW

RDM

11h 02m

2 stops

$439Delta

Tue, May 26 - Sat, May 30

5:45 am - 6:36 pm

RDM

MDW

10h 51m

2 stops

1:24 pm - 11:06 pm

MDW

RDM

11h 42m

2 stops

$450Delta

Tue, Apr 28 - Fri, May 1

7:20 pm - 8:43 am

RDM

MDW

11h 23m

2 stops

9:23 am - 6:40 pm

MDW

RDM

11h 17m

2 stops

$503Delta

Fri, May 15 - Tue, May 19

6:05 am - 5:58 pm

RDM

MDW

9h 53m

2 stops

2:12 pm - 11:06 pm

MDW

RDM

10h 54m

2 stops

$528Delta

Wed, Apr 29 - Sat, May 2

6:05 am - 6:36 pm

RDM

MDW

10h 31m

2 stops

1:24 pm - 11:06 pm

MDW

RDM

11h 42m

2 stops

$548Delta

Tue, Apr 21 - Fri, Apr 24

5:55 am - 6:31 pm

RDM

MDW

10h 36m

2 stops

2:00 pm - 10:47 pm

MDW

RDM

10h 47m

2 stops

$587Delta

Fri, Jul 3 - Wed, Jul 8

Delta flights from Redmond to Chicago Midway Airport

Our best Delta deals on Redmond to Chicago Midway Airport flight tickets

Delta

May 4

RDM5:41 pmBend/Redmond

14h 15m

2 stops

MDW9:56 amChicago Midway

May 9

MDW1:22 pmChicago Midway

11h 02m

2 stops

RDM10:24 pmBend/Redmond

$331

Delta

Apr 11

RDM6:19 amBend/Redmond

10h 21m

2 stops

MDW6:40 pmChicago Midway

Apr 18

MDW1:24 pmChicago Midway

11h 04m

2 stops

RDM10:28 pmBend/Redmond

$396

Delta

May 26

RDM7:20 pmBend/Redmond

11h 22m

2 stops

MDW8:42 amChicago Midway

May 30

MDW1:22 pmChicago Midway

11h 02m

2 stops

RDM10:24 pmBend/Redmond

$439

momondo Fare Finder

Use the filters below to find and compare flights from Redmond to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Mon 5/4

5:41 pm-9:56 am

2 stops14h 15m

Chicago Midway

Sat 5/9

1:22 pm-10:24 pm

2 stops11h 02m

$331

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Thu 5/28

7:20 pm-8:43 am

2 stops11h 23m

Chicago Midway

Mon 6/1

1:22 pm-11:45 pm

2 stops12h 23m

$349

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Tue 4/28

5:45 am-6:36 pm

2 stops10h 51m

Chicago Midway

Fri 5/1

1:24 pm-11:06 pm

2 stops11h 42m

$352

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Sat 4/11

6:19 am-6:40 pm

2 stops10h 21m

Chicago Midway

Sat 4/18

1:24 pm-10:28 pm

2 stops11h 04m

$396

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Tue 5/26

7:20 pm-8:42 am

2 stops11h 22m

Chicago Midway

Sat 5/30

1:22 pm-10:24 pm

2 stops11h 02m

$439

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Tue 4/28

5:45 am-6:36 pm

2 stops10h 51m

Chicago Midway

Fri 5/1

1:24 pm-11:06 pm

2 stops11h 42m

$450

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Fri 5/15

7:20 pm-8:43 am

2 stops11h 23m

Chicago Midway

Tue 5/19

9:23 am-6:40 pm

2 stops11h 17m

$503

Quickest round-trip

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Wed 4/29

6:05 am-5:58 pm

2 stops9h 53m

Chicago Midway

Sat 5/2

2:12 pm-11:06 pm

2 stops10h 54m

$528

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Tue 4/21

6:05 am-6:36 pm

2 stops10h 31m

Chicago Midway

Fri 4/24

1:24 pm-11:06 pm

2 stops11h 42m

$548

RedmondChicago

RDM - MDW

RDMMDW

Bend/Redmond

Fri 7/3

5:55 am-6:31 pm

2 stops10h 36m

Chicago Midway

Wed 7/8

2:00 pm-10:47 pm

2 stops10h 47m

$587

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Redmond to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Bend/Redmond to Chicago Midway?

Delta is the most popular carrier operating from Bend/Redmond to Chicago Midway

When to book flights from Redmond to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Redmond to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Redmond to Chicago Midway Airport (RDM to MDW) flight deals and tips

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

Fastest flight time	9h 35m
Direct flights	None

The fastest flight from Redmond to Chicago Midway Airport takes 9h 35m

There are no direct flights from Redmond to Chicago Midway Airport. There are no popular flight routes from Redmond to Chicago Midway Airport.

Search flight deals

How far is Bend/Redmond to Chicago Midway by plane?
A flight from Bend/Redmond to Chicago Midway will travel around 1684.2 mi. In terms of flight time, this usually takes a little over 9h 35m.
When did momondo last update prices for flights from Bend/Redmond Airport to Chicago Midway Airport?
Prices for flights from Bend/Redmond Airport to Chicago Midway Airport were last updated today.
How old do you have to be to fly from Bend/Redmond Airport to Chicago Midway Airport?
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 Bend/Redmond Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Redmond is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Chicago from Redmond which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Redmond to Chicago?

Once all potential Redmond to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Redmond to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Redmond. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.