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.

$223 Cheap Flights from Redmond to Chicago Midway Airport in 2026

Find the cheapest flights from Redmond to Chicago

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7:24 pm - 9:07 amRDM Bend/Redmond-MDW Chicago Midway

11h 43m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

2:00 pm - 9:57 pmMDW Chicago Midway-RDM Bend/Redmond

9h 57m2 stops Minneapolis St Paul Salt Lake City

$445Delta

Wed, Sep 16 - Sat, Sep 19

7:24 pm - 9:07 amRDM Bend/Redmond-MDW Chicago Midway

11h 43m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

9:59 am - 6:44 pmMDW Chicago Midway-RDM Bend/Redmond

10h 45m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$477Delta

Wed, Sep 16 - Sat, Sep 19

7:34 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:29 am - 6:50 pmMDW Chicago Midway-RDM Bend/Redmond

11h 21m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$533Delta

Wed, Oct 21 - Sun, Oct 25

7:34 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

9:29 am - 6:50 pmMDW Chicago Midway-RDM Bend/Redmond

11h 21m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$567Delta

Wed, Oct 21 - Sun, Oct 25

7:24 pm - 9:07 amRDM Bend/Redmond-MDW Chicago Midway

11h 43m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

1:19 pm - 11:08 pmMDW Chicago Midway-RDM Bend/Redmond

11h 49m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$579Delta

Thu, Sep 10 - Mon, Sep 14

7:24 pm - 8:48 amRDM Bend/Redmond-MDW Chicago Midway

11h 24m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:19 pm - 11:08 pmMDW Chicago Midway-RDM Bend/Redmond

11h 49m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$580Delta

Thu, Sep 10 - Mon, Sep 14

7:24 pm - 8:48 amRDM Bend/Redmond-MDW Chicago Midway

11h 24m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:19 pm - 11:08 pmMDW Chicago Midway-RDM Bend/Redmond

11h 49m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$601Delta

Thu, Sep 10 - Mon, Sep 14

7:34 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

10:01 am - 6:50 pmMDW Chicago Midway-RDM Bend/Redmond

10h 49m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$613Delta

Fri, Nov 6 - Sun, Nov 8

7:24 pm - 8:48 amRDM Bend/Redmond-MDW Chicago Midway

11h 24m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:00 pm - 11:58 pmMDW Chicago Midway-RDM Bend/Redmond

12h 58m2 stops Atlanta Hartsfield-Jackson Salt Lake City

$627Delta

Thu, Sep 10 - Mon, Sep 14

7:34 pm - 8:44 amRDM Bend/Redmond-MDW Chicago Midway

11h 10m2 stops Seattle/Tacoma Intl Minneapolis St Paul

1:27 pm - 11:06 pmMDW Chicago Midway-RDM Bend/Redmond

11h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

$674Delta

Thu, Oct 15 - Sun, Oct 18

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Delta flights from Redmond to Chicago Midway Airport

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

Delta

Sep 16

RDM7:24 pmBend/Redmond

11h 43m

2 stops

MDW9:07 amChicago Midway

Sep 19

MDW2:00 pmChicago Midway

9h 57m

2 stops

RDM9:57 pmBend/Redmond

$445

Delta

Sep 16

RDM7:24 pmBend/Redmond

11h 43m

2 stops

MDW9:07 amChicago Midway

Sep 19

MDW9:59 amChicago Midway

10h 45m

2 stops

RDM6:44 pmBend/Redmond

$477

Delta

Oct 21

RDM7:34 pmBend/Redmond

11h 10m

2 stops

MDW8:44 amChicago Midway

Oct 25

MDW9:29 amChicago Midway

11h 21m

2 stops

RDM6:50 pmBend/Redmond

$567

momondo Fare Finder

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

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Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 9/16

7:24 pm-9:07 am

2 stops11h 43m

Chicago Midway

Sat 9/19

2:00 pm-9:57 pm

2 stops9h 57m

$445

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 9/16

7:24 pm-9:07 am

2 stops11h 43m

Chicago Midway

Sat 9/19

9:59 am-6:44 pm

2 stops10h 45m

$477

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 10/21

7:34 pm-8:44 am

2 stops11h 10m

Chicago Midway

Sun 10/25

9:29 am-6:50 pm

2 stops11h 21m

$533

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Wed 10/21

7:34 pm-8:44 am

2 stops11h 10m

Chicago Midway

Sun 10/25

9:29 am-6:50 pm

2 stops11h 21m

$567

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Thu 9/10

7:24 pm-9:07 am

2 stops11h 43m

Chicago Midway

Mon 9/14

1:19 pm-11:08 pm

2 stops11h 49m

$579

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Thu 9/10

7:24 pm-8:48 am

2 stops11h 24m

Chicago Midway

Mon 9/14

1:19 pm-11:08 pm

2 stops11h 49m

$580

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Thu 9/10

7:24 pm-8:48 am

2 stops11h 24m

Chicago Midway

Mon 9/14

1:19 pm-11:08 pm

2 stops11h 49m

$601

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Fri 11/6

7:34 pm-8:44 am

2 stops11h 10m

Chicago Midway

Sun 11/8

10:01 am-6:50 pm

2 stops10h 49m

$613

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Thu 9/10

7:24 pm-8:48 am

2 stops11h 24m

Chicago Midway

Mon 9/14

1:00 pm-11:58 pm

2 stops12h 58m

$627

RedmondChicago

RDM Bend/Redmond - MDW Chicago Midway

RDMMDW

Bend/Redmond

Thu 10/15

7:34 pm-8:44 am

2 stops11h 10m

Chicago Midway

Sun 10/18

1:27 pm-11:06 pm

2 stops11h 39m

$674

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	8h 55m
Direct flights	None

The fastest flight from Redmond to Chicago Midway Airport takes 8h 55m

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

Frequently asked questions about flying from Redmond to Chicago Midway Airport

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 8h 55m.
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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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.